(S,E)-3-(5-Chloro-2-(1H-tetrazol-1-yl)phenyl)-N-(1-(5-chloro-4-(4-hydroxy-2-oxo-1,2-dihydroquinolin-6-yl)-1H-imidazol-2-yl)-3-(4-methylpiperazin-1-yl)-3-oxopropyl)acrylamide hydrochloride

ID: ALA3580760

PubChem CID: 122178428

Max Phase: Preclinical

Molecular Formula: C30H29Cl3N10O4

Molecular Weight: 663.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1CCN(C(=O)C[C@H](NC(=O)/C=C/c2cc(Cl)ccc2-n2cnnn2)c2nc(-c3ccc4[nH]c(=O)cc(O)c4c3)c(Cl)[nH]2)CC1.Cl

Standard InChI:  InChI=1S/C30H28Cl2N10O4.ClH/c1-40-8-10-41(11-9-40)27(46)14-22(35-25(44)7-3-17-12-19(31)4-6-23(17)42-16-33-38-39-42)30-36-28(29(32)37-30)18-2-5-21-20(13-18)24(43)15-26(45)34-21;/h2-7,12-13,15-16,22H,8-11,14H2,1H3,(H,35,44)(H,36,37)(H2,34,43,45);1H/b7-3+;/t22-;/m0./s1

Standard InChI Key:  PKVVLVYNVQAUEP-BWHJXNDYSA-N

Molfile:  

     RDKit          2D

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M  END

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: 663.53

Molecular Weight (Monoisotopic): 662.1672

AlogP: 2.94

#Rotatable Bonds: 8

Polar Surface Area: 178.02

Molecular Species: NEUTRAL

HBA: 10

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 14

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 6.61

CX Basic pKa: 7.25

CX LogP: 0.78

CX LogD: 0.66

Aromatic Rings: 5

Heavy Atoms: 46

QED Weighted: 0.18

Np Likeness Score: -1.35

References

1. Hu Z, Wong PC, Gilligan PJ, Han W, Pabbisetty KB, Bozarth JM, Crain EJ, Harper T, Luettgen JM, Myers JE, Ramamurthy V, Rossi KA, Sheriff S, Watson CA, Wei A, Zheng JJ, Seiffert DA, Wexler RR, Quan ML..  (2015)  Discovery of a Potent Parenterally Administered Factor XIa Inhibitor with Hydroxyquinolin-2(1H)-one as the P2' Moiety.,  6  (5): [PMID:26005539] [10.1021/acsmedchemlett.5b00066]

Source

Source(1):

• Scientific Literature