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

ID: ALA4098003

Chembl Id: CHEMBL4098003

PubChem CID: 137660636

Max Phase: Preclinical

Molecular Formula: C43H48N8O8

Molecular Weight: 804.90

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C43H48N8O8/c1-43(2,3)59-42(55)51-35(20-28-23-45-37(47-28)25-11-15-30(56-4)16-12-25)40(53)49-34(19-27-22-44-33-10-8-7-9-32(27)33)39(52)50-36(41(54)58-6)21-29-24-46-38(48-29)26-13-17-31(57-5)18-14-26/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:  PFRGXPDDRPAUON-KVBYWJEESA-N

Alternative Forms

1. Parent:

   

   ALA4098003

   ---

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: 804.90

Molecular Weight (Monoisotopic): 804.3595

AlogP: 5.03

#Rotatable Bonds: 16

Polar Surface Area: 214.44

Molecular Species: NEUTRAL

HBA: 10

HBD: 6

#RO5 Violations: 3

HBA (Lipinski): 16

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 4

CX Acidic pKa: 11.59

CX Basic pKa: 6.24

CX LogP: 4.61

CX LogD: 4.58

Aromatic Rings: 6

Heavy Atoms: 59

QED Weighted: 0.07

Np Likeness Score: -0.30

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