(6S,9S,12S)-methyl 9-((1H-indol-3-yl)methyl)-2,2-dimethyl-4,7,10-trioxo-6,12-bis((2-p-tolyl-1H-imidazol-4-yl)methyl)-3-oxa-5,8,11-triazatridecan-13-oate

ID: ALA4070908

Chembl Id: CHEMBL4070908

PubChem CID: 137639350

Max Phase: Preclinical

Molecular Formula: C43H48N8O6

Molecular Weight: 772.91

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)[C@H](Cc1c[nH]c(-c2ccc(C)cc2)n1)NC(=O)[C@H](Cc1c[nH]c2ccccc12)NC(=O)[C@H](Cc1c[nH]c(-c2ccc(C)cc2)n1)NC(=O)OC(C)(C)C

Standard InChI:  InChI=1S/C43H48N8O6/c1-25-11-15-27(16-12-25)37-45-23-30(47-37)20-35(51-42(55)57-43(3,4)5)40(53)49-34(19-29-22-44-33-10-8-7-9-32(29)33)39(52)50-36(41(54)56-6)21-31-24-46-38(48-31)28-17-13-26(2)14-18-28/h7-18,22-24,34-36,44H,19-21H2,1-6H3,(H,45,47)(H,46,48)(H,49,53)(H,50,52)(H,51,55)/t34-,35-,36-/m0/s1

Standard InChI Key:  XPMHOUFNJSOXOB-KVBYWJEESA-N

Alternative Forms

1. Parent:

   

   ALA4070908

   ---

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

Calculated Properties

Molecular Weight: 772.91

Molecular Weight (Monoisotopic): 772.3697

AlogP: 5.63

#Rotatable Bonds: 14

Polar Surface Area: 195.98

Molecular Species: NEUTRAL

HBA: 8

HBD: 6

#RO5 Violations: 3

HBA (Lipinski): 14

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 4

CX Acidic pKa: 11.64

CX Basic pKa: 6.22

CX LogP: 5.95

CX LogD: 5.93

Aromatic Rings: 6

Heavy Atoms: 57

QED Weighted: 0.08

Np Likeness Score: -0.35

References

1. Sharma KK, Maurya IK, Khan SI, Jacob MR, Kumar V, Tikoo K, Jain R..  (2017)  Discovery of a Membrane-Active, Ring-Modified Histidine Containing Ultrashort Amphiphilic Peptide That Exhibits Potent Inhibition of Cryptococcus neoformans.,  60  (15): [PMID:28697301] [10.1021/acs.jmedchem.7b00481]

Source

Source(1):

• Scientific Literature