(S)-N-((R)-1-Carboxy-2-hydroxy-ethyl)-3-(2-{(S)-5-guanidino-2-[(2,3,4,9-tetrahydro-1H-beta-carboline-3-carbonyl)-amino]-pentanoylamino}-acetylamino)-succinamic acid

ID: ALA2371189

Chembl Id: CHEMBL2371189

PubChem CID: 73353123

Max Phase: Preclinical

Molecular Formula: C27H37N9O9

Molecular Weight: 631.65

Molecule Type: Protein

Names and Identifiers

Canonical SMILES:  N=C(N)NCCC[C@H](NC(=O)[C@@H]1Cc2c([nH]c3ccccc23)CN1)C(=O)NCC(=O)N[C@@H](CC(=O)O)C(=O)N[C@H](CO)C(=O)O

Standard InChI:  InChI=1S/C27H37N9O9/c28-27(29)30-7-3-6-16(35-24(42)17-8-14-13-4-1-2-5-15(13)33-19(14)10-31-17)23(41)32-11-21(38)34-18(9-22(39)40)25(43)36-20(12-37)26(44)45/h1-2,4-5,16-18,20,31,33,37H,3,6-12H2,(H,32,41)(H,34,38)(H,35,42)(H,36,43)(H,39,40)(H,44,45)(H4,28,29,30)/t16-,17-,18-,20+/m0/s1

Standard InChI Key:  KHQOMXLMAJZQMD-CGBFIWBNSA-N

Alternative Forms

1. Parent:

   

   ALA2371189

   (3S)-4-[[(1R)-1-carboxy-2-hydroxyethyl]amino]-3-[[2-[[(2S)-5-(diaminomethylideneamino)-2-[[(3S)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carbonyl]amino]pentanoyl]amino]acetyl]amino]-4-oxobutanoic acid

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Protein

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 631.65

Molecular Weight (Monoisotopic): 631.2714

AlogP: -3.43

#Rotatable Bonds: 16

Polar Surface Area: 300.95

Molecular Species: ZWITTERION

HBA: 9

HBD: 12

#RO5 Violations: 2

HBA (Lipinski): 18

HBD (Lipinski): 13

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.23

CX Basic pKa: 11.55

CX LogP: -8.14

CX LogD: -8.47

Aromatic Rings: 2

Heavy Atoms: 45

QED Weighted: 0.05

Np Likeness Score: 0.23

References

1. Lin N, Zhao M, Wang C, Peng S..  (2002)  Synthesis and antithrombotic activity of carbolinecarboxyl RGD sequence.,  12  (4): [PMID:11844677] [10.1016/s0960-894x(01)00809-5]

Source

Source(1):

• Scientific Literature