3D structure for [N-[N-(4-Methoxy-2,3,6-trimethylphenylsulfonyl)-L-aspartyl]-D-(4-amidino-phenylalanyl)]-piperidine (DB03081)

177837
  -OEChem-11231911093D

81 83  0     1  0  0  0  0  0999 V2000
   -2.3681   -1.2752    1.3070 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.6143   -2.6922   -2.0151 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1586   -0.2756    1.6737 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6792   -1.6874    2.6625 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7262   -2.1997    0.3922 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3963    0.4651   -1.2885 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3865    2.2132   -1.3079 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3409    3.4988    0.5660 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2192   -3.5745   -0.5857 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4318   -0.5323   -0.6201 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4724    0.1679    1.3470 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0587    5.9919   -0.0559 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7693    5.1183    1.2751 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2676   -3.4164    0.4301 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0227   -4.9476   -1.0556 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0049   -4.3286    1.6264 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7353   -5.8879    0.1115 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8149   -5.7799    1.1872 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7241   -1.1543   -0.5950 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4643   -2.5384   -1.1343 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7477   -0.4346   -1.4630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5896    0.5203    0.2110 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7434   -0.1378    0.5251 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0242    0.9657   -0.9732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4725    2.0367    0.1045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8709   -0.7498    0.5386 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6509    0.2428    1.1318 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0416    1.1927   -0.0464 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2628    2.0333   -1.4488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2763   -1.3301   -0.6634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8362    0.6553    0.5231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4617   -0.9178   -1.2720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2416    0.0749   -0.6788 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2975    2.4874    0.4050 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5186    3.3280   -0.9973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8141    2.6720   -0.1671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2256    0.8734    2.4209 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5360    3.5551   -0.0704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4674   -2.3958   -1.3285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6789    1.7194    1.1511 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8023    4.9052    0.4003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3044    1.5382   -2.2231 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4158   -2.3947    0.7715 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2098   -3.7077   -0.0518 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9396   -5.2498   -1.5755 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2040   -4.9985   -1.7802 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1031   -3.9890    2.1509 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8378   -4.2627    2.3350 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6693   -6.9204   -0.2484 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7631   -5.6343    0.5522 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7619   -6.1712    0.7960 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5431   -6.3972    2.0506 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0338   -1.1660    0.4486 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4087   -0.3897   -2.5073 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6881   -1.0006   -1.4919 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9912   -0.3941   -1.5255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0047    0.1094   -0.7161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2268    0.5759    2.2579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0728    2.4632    1.0328 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2134    2.3277   -0.6983 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6395    0.3680    0.3325 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4692    1.8700   -2.1732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7884   -1.3625   -2.2090 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0965    2.6291    1.1276 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8970    4.1206   -1.3989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9755    1.5359    2.8598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0517    0.1311    3.2021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3426    1.5004    2.2846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9913   -2.7537   -2.2257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3716   -3.2920   -0.7073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5164   -2.0122   -1.7108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1179    2.6566    1.2336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5838    1.9488    0.5808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0256    1.4018    2.1406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2653    2.6194   -1.4659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8331    2.4172   -1.7720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3168    1.8067   -2.5371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7369    1.2229   -3.1044 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2608    6.9269    0.2831 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3021    5.9178   -0.7244 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8024    6.1230    1.4802 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  4  2  0  0  0  0
  1  5  2  0  0  0  0
  1 11  1  0  0  0  0
  1 26  1  0  0  0  0
  2 20  2  0  0  0  0
  3 23  2  0  0  0  0
  6 33  1  0  0  0  0
  6 42  1  0  0  0  0
  7 36  1  0  0  0  0
  7 75  1  0  0  0  0
  8 36  2  0  0  0  0
  9 14  1  0  0  0  0
  9 15  1  0  0  0  0
  9 20  1  0  0  0  0
 10 19  1  0  0  0  0
 10 23  1  0  0  0  0
 10 56  1  0  0  0  0
 11 22  1  0  0  0  0
 11 58  1  0  0  0  0
 12 41  1  0  0  0  0
 12 79  1  0  0  0  0
 12 80  1  0  0  0  0
 13 41  2  0  0  0  0
 13 81  1  0  0  0  0
 14 16  1  0  0  0  0
 14 43  1  0  0  0  0
 14 44  1  0  0  0  0
 15 17  1  0  0  0  0
 15 45  1  0  0  0  0
 15 46  1  0  0  0  0
 16 18  1  0  0  0  0
 16 47  1  0  0  0  0
 16 48  1  0  0  0  0
 17 18  1  0  0  0  0
 17 49  1  0  0  0  0
 17 50  1  0  0  0  0
 18 51  1  0  0  0  0
 18 52  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 19 53  1  0  0  0  0
 21 24  1  0  0  0  0
 21 54  1  0  0  0  0
 21 55  1  0  0  0  0
 22 23  1  0  0  0  0
 22 25  1  0  0  0  0
 22 57  1  0  0  0  0
 24 28  2  0  0  0  0
 24 29  1  0  0  0  0
 25 36  1  0  0  0  0
 25 59  1  0  0  0  0
 25 60  1  0  0  0  0
 26 27  2  0  0  0  0
 26 30  1  0  0  0  0
 27 31  1  0  0  0  0
 27 37  1  0  0  0  0
 28 34  1  0  0  0  0
 28 61  1  0  0  0  0
 29 35  2  0  0  0  0
 29 62  1  0  0  0  0
 30 32  2  0  0  0  0
 30 39  1  0  0  0  0
 31 33  2  0  0  0  0
 31 40  1  0  0  0  0
 32 33  1  0  0  0  0
 32 63  1  0  0  0  0
 34 38  2  0  0  0  0
 34 64  1  0  0  0  0
 35 38  1  0  0  0  0
 35 65  1  0  0  0  0
 37 66  1  0  0  0  0
 37 67  1  0  0  0  0
 37 68  1  0  0  0  0
 38 41  1  0  0  0  0
 39 69  1  0  0  0  0
 39 70  1  0  0  0  0
 39 71  1  0  0  0  0
 40 72  1  0  0  0  0
 40 73  1  0  0  0  0
 40 74  1  0  0  0  0
 42 76  1  0  0  0  0
 42 77  1  0  0  0  0
 42 78  1  0  0  0  0
M  END
> <DATABASE_ID>
DB03081

> <DATABASE_NAME>
drugbank

> <ORIGINAL_SOURCE>
PUBCHEM

> <ORIGINAL_SOURCE_URL>
https://pubchem.ncbi.nlm.nih.gov/rest/pug/compound/inchikey/ZOXOKTJHZSUHRJ-XZOQPEGZSA-N/SDF?record_type=3d

> <SMILES>
COC1=C(C)C(C)=C(C(C)=C1)S(=O)(=O)N[C@@H](CC(O)=O)C(=O)N[C@H](CC1=CC=C(C=C1)C(N)=N)C(=O)N1CCCCC1

> <INCHI_IDENTIFIER>
InChI=1S/C29H39N5O7S/c1-17-14-24(41-4)18(2)19(3)26(17)42(39,40)33-22(16-25(35)36)28(37)32-23(29(38)34-12-6-5-7-13-34)15-20-8-10-21(11-9-20)27(30)31/h8-11,14,22-23,33H,5-7,12-13,15-16H2,1-4H3,(H3,30,31)(H,32,37)(H,35,36)/t22-,23+/m0/s1

> <INCHI_KEY>
ZOXOKTJHZSUHRJ-XZOQPEGZSA-N

> <FORMULA>
C29H39N5O7S

> <MOLECULAR_WEIGHT>
601.714

> <EXACT_MASS>
601.257019317

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
81

> <JCHEM_AVERAGE_POLARIZABILITY>
60.38448839875711

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3S)-3-{[(2R)-3-(4-carbamimidoylphenyl)-1-oxo-1-(piperidin-1-yl)propan-2-yl]carbamoyl}-3-(4-methoxy-2,3,6-trimethylbenzenesulfonamido)propanoic acid

> <ALOGPS_LOGP>
0.18

> <JCHEM_LOGP>
0.4764433338183094

> <ALOGPS_LOGS>
-4.49

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.752586006407387

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.4166348225933

> <JCHEM_PKA_STRONGEST_BASIC>
11.468469790538347

> <JCHEM_POLAR_SURFACE_AREA>
191.97999999999996

> <JCHEM_REFRACTIVITY>
168.65980000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.94e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-(3-{[4-(benzyloxy)-3,5-dimethoxyphenyl]formamido}-2-hydroxy-4-phenylbutyl)-3-(1,3-dioxoisoindol-2-yl)-N-{2-[(5S)-hexahydro-2H-1,3-benzodioxol-5-yl]ethyl}propanamide

> <JCHEM_VEBER_RULE>
0

$$$$

Similar Structures

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Nicholas Rego and David Koes
3Dmol.js: molecular visualization with WebGL
Bioinformatics (2015) 31 (8): 1322-1324 doi:10.1093/bioinformatics/btu829

3D structure for [N-[N-(4-Methoxy-2,3,6-trimethylphenylsulfonyl)-L-aspartyl]-D-(4-amidino-phenylalanyl)]-piperidine (DB03081)

Structure for [N-[N-(4-Methoxy-2,3,6-trimethylphenylsulfonyl)-L-aspartyl]-D-(4-amidino-phenylalanyl)]-piperidine (DB03081)