N-((6-amino-2-methylpyridin-3-yl)methyl)-2-(3-(3-fluoro-4-methylphenylsulfonamido)-2-hydroxy-6-methylphenyl)acetamide hydrochloride

ID: ALA558042

Chembl Id: CHEMBL558042

PubChem CID: 45265828

Max Phase: Preclinical

Molecular Formula: C23H26ClFN4O4S

Molecular Weight: 472.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(S(=O)(=O)Nc2ccc(C)c(CC(=O)NCc3ccc(N)nc3C)c2O)cc1F.Cl

Standard InChI:  InChI=1S/C23H25FN4O4S.ClH/c1-13-5-8-20(28-33(31,32)17-7-4-14(2)19(24)10-17)23(30)18(13)11-22(29)26-12-16-6-9-21(25)27-15(16)3;/h4-10,28,30H,11-12H2,1-3H3,(H2,25,27)(H,26,29);1H

Standard InChI Key:  PQVVNRQOOQMJBX-UHFFFAOYSA-N

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: 472.54

Molecular Weight (Monoisotopic): 472.1581

AlogP: 3.09

#Rotatable Bonds: 7

Polar Surface Area: 134.41

Molecular Species: NEUTRAL

HBA: 6

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.91

CX Basic pKa: 7.53

CX LogP: 2.75

CX LogD: 2.80

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.39

Np Likeness Score: -1.42

References

1. Hanessian S, Therrien E, van Otterlo WA, Bayrakdarian M, Nilsson I, Fjellström O, Xue Y..  (2006)  Phenolic P2/P3 core motif as thrombin inhibitors--design, synthesis, and X-ray co-crystal structure.,  16  (4): [PMID:16290930] [10.1016/j.bmcl.2005.10.082]

Source

Source(1):

• Scientific Literature