ID: ALA1790420

Max Phase: Preclinical

Molecular Formula: C48H80N12O10

Molecular Weight: 985.24

Molecule Type: Small molecule

Representations

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

Standard InChI:  InChI=1S/C48H80N12O10/c1-7-29(5)40(46(67)60-41(30(6)8-2)47(68)59-39(28(3)4)45(66)57-36(48(69)70)19-13-15-21-50)53-26-33(22-31-16-10-9-11-17-31)55-44(65)37(23-32-25-52-27-54-32)58-43(64)35(18-12-14-20-49)56-42(63)34(51)24-38(61)62/h9-11,16-17,25,27-30,33-37,39-41,53H,7-8,12-15,18-24,26,49-51H2,1-6H3,(H,52,54)(H,55,65)(H,56,63)(H,57,66)(H,58,64)(H,59,68)(H,60,67)(H,61,62)(H,69,70)/t29-,30-,33+,34+,35+,36+,37+,39+,40+,41+/m1/s1

Standard InChI Key:  LQEQMBSJRIDHFH-NXSNZDQKSA-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: 985.24

Molecular Weight (Monoisotopic): 984.6120

AlogP: -0.05

#Rotatable Bonds: 35

Polar Surface Area: 367.97

Molecular Species: ZWITTERION

HBA: 13

HBD: 13

#RO5 Violations: 3

HBA (Lipinski): 22

HBD (Lipinski): 16

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.47

CX Basic pKa: 10.50

CX LogP: -4.56

CX LogD: -6.14

Aromatic Rings: 2

Heavy Atoms: 70

QED Weighted: 0.04

Np Likeness Score: 0.19

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