ID: ALA4211388

Max Phase: Preclinical

Molecular Formula: C30H42ClN3O4

Molecular Weight: 544.14

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCc1cccc(-c2c(Cl)cccc2C(O)(CCCNC(=O)OC)[C@@H]2CCCN(C(=O)CCCNC)C2)c1

Standard InChI:  InChI=1S/C30H42ClN3O4/c1-4-22-10-5-11-23(20-22)28-25(13-6-14-26(28)31)30(37,16-9-18-33-29(36)38-3)24-12-8-19-34(21-24)27(35)15-7-17-32-2/h5-6,10-11,13-14,20,24,32,37H,4,7-9,12,15-19,21H2,1-3H3,(H,33,36)/t24-,30?/m1/s1

Standard InChI Key:  HQNKORJDDYUHBN-DDAUYOFQSA-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

Properties

Molecular Weight: 544.14

Molecular Weight (Monoisotopic): 543.2864

AlogP: 5.13

#Rotatable Bonds: 12

Polar Surface Area: 90.90

Molecular Species: BASE

HBA: 5

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.87

CX Basic pKa: 10.38

CX LogP: 4.41

CX LogD: 1.62

Aromatic Rings: 2

Heavy Atoms: 38

QED Weighted: 0.32

Np Likeness Score: -0.66

References

1. Lawhorn BG, Tran T, Hong VS, Morgan LA, Le BT, Harpel MR, Jolivette L, Diaz E, Schwartz B, Gross JW, Tomaszek T, Semus S, Concha N, Smallwood A, Holt DA, Kallander LS..  (2017)  Discovery of renin inhibitors containing a simple aspartate binding moiety that imparts reduced P450 inhibition.,  27  (21): [PMID:28985999] [10.1016/j.bmcl.2017.09.046]

Source

Source(1):

• Scientific Literature