ID: ALA1790419

Max Phase: Preclinical

Molecular Formula: C44H76N10O10

Molecular Weight: 905.15

Molecule Type: Small molecule

Representations

Canonical SMILES:  CC[C@@H](C)[C@H](NC(=O)[C@H](CC(C)C)NC[C@H](Cc1ccccc1)NC(=O)CNC(=O)[C@H](CCCCN)NC(=O)[C@@H](N)CC(=O)O)C(=O)N[C@H](C(=O)N[C@@H](CCCCN)C(=O)O)C(C)C

Standard InChI:  InChI=1S/C44H76N10O10/c1-7-28(6)38(43(62)53-37(27(4)5)42(61)52-33(44(63)64)18-12-14-20-46)54-41(60)34(21-26(2)3)48-24-30(22-29-15-9-8-10-16-29)50-35(55)25-49-40(59)32(17-11-13-19-45)51-39(58)31(47)23-36(56)57/h8-10,15-16,26-28,30-34,37-38,48H,7,11-14,17-25,45-47H2,1-6H3,(H,49,59)(H,50,55)(H,51,58)(H,52,61)(H,53,62)(H,54,60)(H,56,57)(H,63,64)/t28-,30+,31+,32+,33+,34+,37+,38+/m1/s1

Standard InChI Key:  NDMDMVNQUAFLRQ-WICKHAHSSA-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: 905.15

Molecular Weight (Monoisotopic): 904.5746

AlogP: -0.38

#Rotatable Bonds: 33

Polar Surface Area: 339.29

Molecular Species: ZWITTERION

HBA: 12

HBD: 12

#RO5 Violations: 3

HBA (Lipinski): 20

HBD (Lipinski): 15

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.51

CX Basic pKa: 10.49

CX LogP: -4.76

CX LogD: -6.20

Aromatic Rings: 1

Heavy Atoms: 64

QED Weighted: 0.04

Np Likeness Score: 0.13

References

1. St Hilaire PM, Alves LC, Herrera F, Renil M, Sanderson SJ, Mottram JC, Coombs GH, Juliano MA, Juliano L, Arevalo J, Meldal M..  (2002)  Solid-phase library synthesis, screening, and selection of tight-binding reduced peptide bond inhibitors of a recombinant Leishmania mexicana cysteine protease B.,  45  (10): [PMID:11985465] [10.1021/jm0110901]

Source

Source(1):

• Scientific Literature