ID: ALA94762

Max Phase: Preclinical

Molecular Formula: C39H55N7O5

Molecular Weight: 701.91

Molecule Type: Small molecule

Representations

Canonical SMILES:  NC1CCN(C(=O)C[C@@H](Cc2ccccc2)C(=O)N[C@@H](Cc2c[nH]cn2)C(=O)N[C@@H](CC2CCCCC2)[C@@H](O)[C@@H](O)CCc2ccccn2)CC1

Standard InChI:  InChI=1S/C39H55N7O5/c40-30-16-19-46(20-17-30)36(48)23-29(21-27-9-3-1-4-10-27)38(50)45-34(24-32-25-41-26-43-32)39(51)44-33(22-28-11-5-2-6-12-28)37(49)35(47)15-14-31-13-7-8-18-42-31/h1,3-4,7-10,13,18,25-26,28-30,33-35,37,47,49H,2,5-6,11-12,14-17,19-24,40H2,(H,41,43)(H,44,51)(H,45,50)/t29-,33+,34+,35+,37-/m1/s1

Standard InChI Key:  LGVOTNOMAMGKRU-XHRNTERESA-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: 701.91

Molecular Weight (Monoisotopic): 701.4265

AlogP: 2.84

#Rotatable Bonds: 17

Polar Surface Area: 186.56

Molecular Species: BASE

HBA: 8

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.41

CX Basic pKa: 9.98

CX LogP: 1.42

CX LogD: -1.09

Aromatic Rings: 3

Heavy Atoms: 51

QED Weighted: 0.12

Np Likeness Score: -0.04

References

1. Heitsch H, Henning R, Kleemann HW, Linz W, Nickel WU, Ruppert D, Urbach H, Wagner A..  (1993)  Renin inhibitors containing a pyridyl amino diol derived C-terminus.,  36  (19): [PMID:8410992] [10.1021/jm00071a009]

2. Ramya K, Suresh R, Kumar HY, Kumar BRP, Murthy NBS..  (2020)  Decades-old renin inhibitors are still struggling to find a niche in antihypertensive therapy. A fleeting look at the old and the promising new molecules.,  28  (10): [PMID:32247750] [10.1016/j.bmc.2020.115466]

Source

Source(1):

• Scientific Literature