(S)-6-(1-carbamoylcyclohexylamino)-6-oxo-5-((S)-6-((E)-3-(pyridin-3-yl)acrylamido)-2-(2-(4-(3-o-tolylureido)phenyl)acetamido)hexanamido)hexanoic acid

ID: ALA447509

Chembl Id: CHEMBL447509

Cas Number: 874148-50-2

PubChem CID: 6605251

Max Phase: Preclinical

Molecular Formula: C43H54N8O8

Molecular Weight: 810.95

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccccc1NC(=O)Nc1ccc(CC(=O)N[C@@H](CCCCNC(=O)/C=C/c2cccnc2)C(=O)N[C@@H](CCCC(=O)O)C(=O)NC2(C(N)=O)CCCCC2)cc1

Standard InChI:  InChI=1S/C43H54N8O8/c1-29-11-3-4-13-33(29)50-42(59)47-32-20-17-30(18-21-32)27-37(53)48-34(14-5-8-26-46-36(52)22-19-31-12-10-25-45-28-31)39(56)49-35(15-9-16-38(54)55)40(57)51-43(41(44)58)23-6-2-7-24-43/h3-4,10-13,17-22,25,28,34-35H,2,5-9,14-16,23-24,26-27H2,1H3,(H2,44,58)(H,46,52)(H,48,53)(H,49,56)(H,51,57)(H,54,55)(H2,47,50,59)/b22-19+/t34-,35-/m0/s1

Standard InChI Key:  OOYFOUHICCOHRQ-CVLSMVSNSA-N

Alternative Forms

1. Parent:

   

   ALA447509

   (S)-6-((1-Carbamoylcyclohexyl)amino)-6-oxo-5-((S)-6-((E)-3-(pyridin-3-yl)acrylamido)-2-(2-(4-(3-(o-tolyl)ureido)phenyl)acetamido)hexanamido)hexanoic acid

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 810.95

Molecular Weight (Monoisotopic): 810.4065

AlogP: 4.11

#Rotatable Bonds: 21

Polar Surface Area: 250.81

Molecular Species: ACID

HBA: 8

HBD: 8

#RO5 Violations: 2

HBA (Lipinski): 16

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.97

CX Basic pKa: 4.90

CX LogP: 2.37

CX LogD: 0.18

Aromatic Rings: 3

Heavy Atoms: 59

QED Weighted: 0.06

Np Likeness Score: -0.70

References

1. Carpenter RD, Andrei M, Aina OH, Lau EY, Lightstone FC, Liu R, Lam KS, Kurth MJ..  (2009)  Selectively targeting T- and B-cell lymphomas: a benzothiazole antagonist of alpha4beta1 integrin.,  52  (1): [PMID:19072684] [10.1021/jm800313f]

2. Peng L, Liu R, Marik J, Wang X, Takada Y, Lam KS..  (2006)  Combinatorial chemistry identifies high-affinity peptidomimetics against alpha4beta1 integrin for in vivo tumor imaging.,  2  (7): [PMID:16767086] [10.1038/nchembio798]

Source

Source(1):

• Scientific Literature