ID: ALA4213138

Max Phase: Preclinical

Molecular Formula: C29H40FN3O5

Molecular Weight: 529.65

Molecule Type: Small molecule

Representations

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

Standard InChI:  InChI=1S/C29H40FN3O5/c1-3-20-8-4-9-21(16-20)27-24(11-5-12-25(27)30)29(37,13-7-14-32-28(36)38-2)22-10-6-15-33(19-22)26(35)17-23(34)18-31/h4-5,8-9,11-12,16,22-23,34,37H,3,6-7,10,13-15,17-19,31H2,1-2H3,(H,32,36)/t22-,23+,29?/m1/s1

Standard InChI Key:  IIIBTAZKWKWKNG-NIMHCUBFSA-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: 529.65

Molecular Weight (Monoisotopic): 529.2952

AlogP: 3.33

#Rotatable Bonds: 11

Polar Surface Area: 125.12

Molecular Species: BASE

HBA: 6

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.80

CX Basic pKa: 9.38

CX LogP: 2.59

CX LogD: 0.65

Aromatic Rings: 2

Heavy Atoms: 38

QED Weighted: 0.33

Np Likeness Score: -0.68

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