4-[4-((S)-2-Carboxy-2-{[(S)-1-(3,5-dichloro-benzenesulfonyl)-2-methyl-pyrrolidine-2-carbonyl]-amino}-ethyl)-phenylcarbamoyl]-3-methylsulfanyl-pyridinium

ID: ALA1160252

PubChem CID: 44299090

Max Phase: Preclinical

Molecular Formula: C28H28Cl2N4O6S2

Molecular Weight: 651.59

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CSc1cnccc1C(=O)Nc1ccc(C[C@H](NC(=O)[C@]2(C)CCCN2S(=O)(=O)c2cc(Cl)cc(Cl)c2)C(=O)O)cc1

Standard InChI:  InChI=1S/C28H28Cl2N4O6S2/c1-28(9-3-11-34(28)42(39,40)21-14-18(29)13-19(30)15-21)27(38)33-23(26(36)37)12-17-4-6-20(7-5-17)32-25(35)22-8-10-31-16-24(22)41-2/h4-8,10,13-16,23H,3,9,11-12H2,1-2H3,(H,32,35)(H,33,38)(H,36,37)/t23-,28-/m0/s1

Standard InChI Key:  UNKOTAZGQDRZGB-FIPFOOKPSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA1160252

   (2S)-2-[[(2S)-1-(3,5-dichlorophenyl)sulfonyl-2-methylpyrrolidine-2-carbonyl]amino]-3-[4-[(3-methylsulfanylpyridine-4-carbonyl)amino]phenyl]propanoic 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: 651.59

Molecular Weight (Monoisotopic): 650.0827

AlogP: 4.72

#Rotatable Bonds: 10

Polar Surface Area: 145.77

Molecular Species: ACID

HBA: 7

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.08

CX Basic pKa: 1.81

CX LogP: 4.15

CX LogD: 0.92

Aromatic Rings: 3

Heavy Atoms: 42

QED Weighted: 0.27

Np Likeness Score: -1.01

References

1. Doherty GA, Yang GX, Borges E, Tong S, McCauley ED, Treonz KM, Van Riper G, Pacholok S, Si Q, Koo GC, Shah K, Mumford RA, Hagmann WK..  (2003)  N-isonicotinoyl-(L)-4-aminophenylalanine derivatives as tight binding VLA-4 antagonists.,  13  (11): [PMID:12749892] [10.1016/s0960-894x(03)00308-1]

Source

Source(1):

• Scientific Literature