Mrv1909 11211903252D          

 42 43  0  0  0  0            999 V2000
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   -0.1306    0.5550    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2984    1.3801    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5838    1.7927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8454    0.1423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8454   -0.6827    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1306   -1.0953    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1306   -1.9204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5838   -2.3330    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2984   -1.9204    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2984   -1.0953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0240   -0.6762    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0240    0.1423    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5838    2.6178    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5499    0.5493    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8454   -2.3330    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5950   -0.6890    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5499   -1.0896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2498   -0.6856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9519   -1.0911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6531   -0.6863    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3545   -1.0915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0559   -0.6865    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3545   -1.9203    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5838   -3.1581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1406   -3.5765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2884   -3.5650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0240   -2.3395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9407   -1.2925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6376   -0.8901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3413   -1.2964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0559   -0.8838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0559   -0.0586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3521    0.3476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6376   -0.0649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0240    1.7992    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7314    0.5511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5123    0.3386    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2383    2.5870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0173    2.7924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5968    2.2082    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2308    3.5765    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  4  1  0  0  0  0
  1  4  1  0  0  0  0
  2  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  4 14  2  0  0  0  0
  5 15  2  0  0  0  0
  8 16  2  0  0  0  0
 11 17  2  0  0  0  0
  6 18  1  1  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  2  0  0  0  0
  9 25  1  1  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 10 28  1  0  0  0  0
 12 29  1  6  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 30 35  1  0  0  0  0
  3 36  1  0  0  0  0
 13 37  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 36 39  1  1  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 40 42  2  0  0  0  0
M  END
> <DATABASE_ID>
DB11890

> <DATABASE_NAME>
drugbank

> <SMILES>
CC(C)[C@@H]1N(C)C(=O)[C@@H](CC2=CC=CC=C2)NC(=O)[C@H](CC(O)=O)NC(=O)CNC(=O)[C@H](CCCNC(N)=N)NC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C27H40N8O7/c1-15(2)22-25(41)33-17(10-7-11-30-27(28)29)23(39)31-14-20(36)32-18(13-21(37)38)24(40)34-19(26(42)35(22)3)12-16-8-5-4-6-9-16/h4-6,8-9,15,17-19,22H,7,10-14H2,1-3H3,(H,31,39)(H,32,36)(H,33,41)(H,34,40)(H,37,38)(H4,28,29,30)/t17-,18-,19+,22-/m0/s1

> <INCHI_KEY>
AMLYAMJWYAIXIA-VWNVYAMZSA-N

> <FORMULA>
C27H40N8O7

> <MOLECULAR_WEIGHT>
588.666

> <EXACT_MASS>
588.30199566

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
82

> <JCHEM_AVERAGE_POLARIZABILITY>
59.80167627525174

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[(2S,5R,8S,11S)-5-benzyl-11-(3-carbamimidamidopropyl)-7-methyl-3,6,9,12,15-pentaoxo-8-(propan-2-yl)-1,4,7,10,13-pentaazacyclopentadecan-2-yl]acetic acid

> <ALOGPS_LOGP>
-0.96

> <JCHEM_LOGP>
-3.6810706207357833

> <ALOGPS_LOGS>
-3.61

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.61911799765917

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.5854800014828627

> <JCHEM_PKA_STRONGEST_BASIC>
12.018206855943424

> <JCHEM_POLAR_SURFACE_AREA>
235.90999999999997

> <JCHEM_REFRACTIVITY>
159.96560000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.44e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-{[2-amino-2-({2-carboxy-1-[(1-carboxy-2-sulfanylethyl)carbamoyl]ethyl}carbamoyl)ethyl]carbamoyl}-2-[(4-{[(4-oxo-1H-pteridin-6-yl)methyl]amino}phenyl)formamido]butanoic acid

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB11890

> <DRUG_GROUPS>
investigational

> <GENERIC_NAME>
Cilengitide

> <SYNONYMS>
Cilengitida; Cilengitide; Cilengitidum

> <SALTS>
Cilengitide hydrochloride

$$$$