ID: ALA90896

Max Phase: Preclinical

Molecular Formula: C40H63N7O10

Molecular Weight: 801.98

Molecule Type: Small molecule

Representations

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

Standard InChI:  InChI=1S/C40H63N7O10/c1-23(2)15-28(32(48)19-34(50)43-25(5)36(52)44-29(16-24(3)4)33(49)20-35(51)56-9)45-38(54)31(18-27-21-41-22-42-27)46-37(53)30(17-26-13-11-10-12-14-26)47-39(55)57-40(6,7)8/h10-14,21-25,28-33,48-49H,15-20H2,1-9H3,(H,41,42)(H,43,50)(H,44,52)(H,45,54)(H,46,53)(H,47,55)/t25-,28-,29-,30-,31-,32?,33?/m0/s1

Standard InChI Key:  NYPYYCAJJQRRHV-BTDLAOMPSA-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: 801.98

Molecular Weight (Monoisotopic): 801.4636

AlogP: 1.81

#Rotatable Bonds: 22

Polar Surface Area: 250.17

Molecular Species: NEUTRAL

HBA: 11

HBD: 8

#RO5 Violations: 3

HBA (Lipinski): 17

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.06

CX Basic pKa: 6.53

CX LogP: 1.55

CX LogD: 1.50

Aromatic Rings: 2

Heavy Atoms: 57

QED Weighted: 0.08

Np Likeness Score: 0.09

References

1. Guégan R, Diaz J, Cazaubon C, Beaumont M, Carlet C, Clément J, Demarne H, Mellet M, Richaud JP, Segondy D..  (1986)  Pepstatin analogues as novel renin inhibitors.,  29  (7): [PMID:3543358] [10.1021/jm00157a006]

2. Nisato D, Wagnon J, Callet G, Mettefeu D, Assens JL, Plouzane C, Tonnerre B, Pliska V, Fauchère JL..  (1987)  Renin inhibitors. Free-Wilson and correlation analysis of the inhibitory potency of a series of pepstatin analogues on plasma renin.,  30  (12): [PMID:3316655] [10.1021/jm00395a018]

3. Rich DH..  (1985)  Pepstatin-derived inhibitors of aspartic proteinases. A close look at an apparent transition-state analogue inhibitor.,  28  (3): [PMID:3882966] [10.1021/jm00381a001]

4. Maibaum J, Rich DH..  (1988)  Inhibition of porcine pepsin by two substrate analogues containing statine. The effect of histidine at the P2 subsite on the inhibition of aspartic proteinases.,  31  (3): [PMID:3126296] [10.1021/jm00398a022]

5. Maibaum J, Rich DH..  (1988)  Inhibition of porcine pepsin by two substrate analogues containing statine. The effect of histidine at the P2 subsite on the inhibition of aspartic proteinases.,  31  (3): [PMID:3126296] [10.1021/jm00398a022]

Source

Source(1):

• Scientific Literature