2-(2-(1-aminoisoquinolin-6-ylcarbamoyl)-6-methoxypyridin-3-yl)-5-((S)-1-hydroxy-3,3-dimethylbutan-2-ylcarbamoyl)benzoic acid

ID: ALA2417906

PubChem CID: 59095797

Max Phase: Preclinical

Molecular Formula: C30H31N5O6

Molecular Weight: 557.61

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2ccc(C(=O)N[C@H](CO)C(C)(C)C)cc2C(=O)O)c(C(=O)Nc2ccc3c(N)nccc3c2)n1

Standard InChI:  InChI=1S/C30H31N5O6/c1-30(2,3)23(15-36)34-27(37)17-5-7-20(22(14-17)29(39)40)21-9-10-24(41-4)35-25(21)28(38)33-18-6-8-19-16(13-18)11-12-32-26(19)31/h5-14,23,36H,15H2,1-4H3,(H2,31,32)(H,33,38)(H,34,37)(H,39,40)/t23-/m1/s1

Standard InChI Key:  GCBXPOHPNDVIFD-HSZRJFAPSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA2417906

   2-{2-[(1-Aminoisoquinolin-6-Yl)carbamoyl]-6-Methoxypyridin-3-Yl}-5-{[(2s)-1-Hydroxy-3,3-Dimethylbutan-2-Yl]carbamoyl}benzoic 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: 557.61

Molecular Weight (Monoisotopic): 557.2274

AlogP: 3.97

#Rotatable Bonds: 8

Polar Surface Area: 176.76

Molecular Species: ACID

HBA: 8

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.40

CX Basic pKa: 7.06

CX LogP: 1.87

CX LogD: 1.38

Aromatic Rings: 4

Heavy Atoms: 41

QED Weighted: 0.21

Np Likeness Score: -0.64

References

1. Bolton SA, Sutton JC, Anumula R, Bisacchi GS, Jacobson B, Slusarchyk WA, Treuner UD, Wu SC, Zhao G, Pi Z, Sheriff S, Smirk RA, Bisaha S, Cheney DL, Wei A, Schumacher WA, Hartl KS, Liu E, Zahler R, Seiler SM..  (2013)  Discovery of nonbenzamidine factor VIIa inhibitors using a biaryl acid scaffold.,  23  (18): [PMID:23927973] [10.1016/j.bmcl.2013.06.028]

Source

Source(1):

• Scientific Literature