ID: ALA430933

Max Phase: Preclinical

Molecular Formula: C34H53N5O6

Molecular Weight: 627.83

Molecule Type: Small molecule

Representations

Canonical SMILES:  CC(C)C[C@H](O)[C@H](O)[C@H](CC1CCCCC1)NC(=O)[C@H](Cc1c[nH]cn1)NC(=O)[C@H](Cc1ccccc1)NC(=O)OC(C)(C)C

Standard InChI:  InChI=1S/C34H53N5O6/c1-22(2)16-29(40)30(41)26(17-23-12-8-6-9-13-23)37-32(43)28(19-25-20-35-21-36-25)38-31(42)27(18-24-14-10-7-11-15-24)39-33(44)45-34(3,4)5/h7,10-11,14-15,20-23,26-30,40-41H,6,8-9,12-13,16-19H2,1-5H3,(H,35,36)(H,37,43)(H,38,42)(H,39,44)/t26-,27-,28-,29-,30+/m0/s1

Standard InChI Key:  RRTBHYJKYDWRDY-VFFRCKCKSA-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: 627.83

Molecular Weight (Monoisotopic): 627.3996

AlogP: 3.80

#Rotatable Bonds: 15

Polar Surface Area: 165.67

Molecular Species: NEUTRAL

HBA: 7

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.32

CX Basic pKa: 6.53

CX LogP: 3.91

CX LogD: 3.86

Aromatic Rings: 2

Heavy Atoms: 45

QED Weighted: 0.17

Np Likeness Score: 0.19

References

1. Rosenberg SH, Dellaria JF, Kempf DJ, Hutchins CW, Woods KW, Maki RG, de Lara E, Spina KP, Stein HH, Cohen J..  (1990)  Potent, low molecular weight renin inhibitors containing a C-terminal heterocycle: hydrogen bonding at the active site.,  33  (6): [PMID:2187994] [10.1021/jm00168a009]

2. Luly JR, BaMaung N, Soderquist J, Fung AK, Stein H, Kleinert HD, Marcotte PA, Egan DA, Bopp B, Merits I..  (1988)  Renin inhibitors. Dipeptide analogues of angiotensinogen utilizing a dihydroxyethylene transition-state mimic at the scissile bond to impart greater inhibitory potency.,  31  (12): [PMID:3143009] [10.1021/jm00120a005]

3. Luly JR, BaMaung N, Soderquist J, Fung AK, Stein H, Kleinert HD, Marcotte PA, Egan DA, Bopp B, Merits I..  (1988)  Renin inhibitors. Dipeptide analogues of angiotensinogen utilizing a dihydroxyethylene transition-state mimic at the scissile bond to impart greater inhibitory potency.,  31  (12): [PMID:3143009] [10.1021/jm00120a005]

4. Williams PD, Perlow DS, Payne LS, Holloway MK, Siegl PK, Schorn TW, Lynch RJ, Doyle JJ, Strouse JF, Vlasuk GP..  (1991)  Renin inhibitors containing conformationally restricted P1-P1' dipeptide mimetics.,  34  (3): [PMID:2002469] [10.1021/jm00107a004]

Source

Source(1):

• Scientific Literature