[(2R,15R)-2-[(1-Aminoisoquinolin-6-yl)amino]-4,15,20-trimethyl-3,12-dioxo-13-oxa-4,11-diazatricyclo[14.2.2.1(6,10)]henicosa-1-(18),6,8,10(21),16,19-hexaen-7-yl](ethoxy)phosphinic Acid

ID: ALA3978562

PubChem CID: 134151811

Max Phase: Preclinical

Molecular Formula: C32H36N5O6P

Molecular Weight: 617.64

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOP(=O)(O)c1ccc2cc1CN(C)C(=O)[C@H](Nc1ccc3c(N)nccc3c1)c1ccc(c(C)c1)[C@@H](C)COC(=O)N2

Standard InChI:  InChI=1S/C32H36N5O6P/c1-5-43-44(40,41)28-11-8-25-16-23(28)17-37(4)31(38)29(35-24-7-10-27-21(15-24)12-13-34-30(27)33)22-6-9-26(19(2)14-22)20(3)18-42-32(39)36-25/h6-16,20,29,35H,5,17-18H2,1-4H3,(H2,33,34)(H,36,39)(H,40,41)/t20-,29+/m0/s1

Standard InChI Key:  RCTSRSYRSFZKIR-AFJIDDCJSA-N

Molfile:  

     RDKit          2D

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 43 44  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3978562

   ---

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: 617.64

Molecular Weight (Monoisotopic): 617.2403

AlogP: 5.45

#Rotatable Bonds: 5

Polar Surface Area: 156.11

Molecular Species: ZWITTERION

HBA: 8

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 2.02

CX Basic pKa: 9.17

CX LogP: 1.57

CX LogD: 1.59

Aromatic Rings: 4

Heavy Atoms: 44

QED Weighted: 0.21

Np Likeness Score: 0.26

References

1. Zhang X, Glunz PW, Johnson JA, Jiang W, Jacutin-Porte S, Ladziata V, Zou Y, Phillips MS, Wurtz NR, Parkhurst B, Rendina AR, Harper TM, Cheney DL, Luettgen JM, Wong PC, Seiffert D, Wexler RR, Priestley ES..  (2016)  Discovery of a Highly Potent, Selective, and Orally Bioavailable Macrocyclic Inhibitor of Blood Coagulation Factor VIIa-Tissue Factor Complex.,  59  (15): [PMID:27455395] [10.1021/acs.jmedchem.6b00469]

Source

Source(1):

• Scientific Literature