ID: ALA1790421

Max Phase: Preclinical

Molecular Formula: C48H78N8O12S

Molecular Weight: 991.26

Molecule Type: Small molecule

Representations

Canonical SMILES:  CC[C@@H](C)[C@H](NC(=O)[C@H](CCSC)NC(=O)[C@H](CO)NC(=O)[C@H](CC1CCCCC1)NC[C@H](Cc1ccccc1)NC(=O)[C@H](CC1CCCCC1)NC(=O)[C@H](CO)NC(=O)[C@@H](N)CC(=O)O)C(=O)O

Standard InChI:  InChI=1S/C48H78N8O12S/c1-4-29(2)41(48(67)68)56-43(62)35(20-21-69-3)52-46(65)39(28-58)55-44(63)36(23-31-16-10-6-11-17-31)50-26-33(22-30-14-8-5-9-15-30)51-45(64)37(24-32-18-12-7-13-19-32)53-47(66)38(27-57)54-42(61)34(49)25-40(59)60/h5,8-9,14-15,29,31-39,41,50,57-58H,4,6-7,10-13,16-28,49H2,1-3H3,(H,51,64)(H,52,65)(H,53,66)(H,54,61)(H,55,63)(H,56,62)(H,59,60)(H,67,68)/t29-,33+,34+,35+,36+,37+,38+,39+,41+/m1/s1

Standard InChI Key:  IHLRWXZLKGMTJB-UOLIYBITSA-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: 991.26

Molecular Weight (Monoisotopic): 990.5460

AlogP: 0.71

#Rotatable Bonds: 31

Polar Surface Area: 327.71

Molecular Species: ACID

HBA: 13

HBD: 12

#RO5 Violations: 3

HBA (Lipinski): 20

HBD (Lipinski): 13

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.48

CX Basic pKa: 8.44

CX LogP: -3.33

CX LogD: -3.46

Aromatic Rings: 1

Heavy Atoms: 69

QED Weighted: 0.05

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