(S)-methyl 2-((S)-2-((S)-2-amino-3-(2-(biphenyl-4-yl)-1H-imidazol-4-yl)propanamido)-3-(1H-indol-3-yl)propanamido)-3-(2-(biphenyl-4-yl)-1H-imidazol-4-yl)propanoate

ID: ALA4061190

Chembl Id: CHEMBL4061190

PubChem CID: 137636385

Max Phase: Preclinical

Molecular Formula: C48H44N8O4

Molecular Weight: 796.93

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)[C@H](Cc1c[nH]c(-c2ccc(-c3ccccc3)cc2)n1)NC(=O)[C@H](Cc1c[nH]c2ccccc12)NC(=O)[C@@H](N)Cc1c[nH]c(-c2ccc(-c3ccccc3)cc2)n1

Standard InChI:  InChI=1S/C48H44N8O4/c1-60-48(59)43(26-38-29-52-45(54-38)35-22-18-33(19-23-35)31-12-6-3-7-13-31)56-47(58)42(24-36-27-50-41-15-9-8-14-39(36)41)55-46(57)40(49)25-37-28-51-44(53-37)34-20-16-32(17-21-34)30-10-4-2-5-11-30/h2-23,27-29,40,42-43,50H,24-26,49H2,1H3,(H,51,53)(H,52,54)(H,55,57)(H,56,58)/t40-,42-,43-/m0/s1

Standard InChI Key:  ULFPTLKDTKGANS-RXJPVNSLSA-N

Alternative Forms

1. Parent:

   

   ALA4061190

   ---

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: 796.93

Molecular Weight (Monoisotopic): 796.3486

AlogP: 6.78

#Rotatable Bonds: 15

Polar Surface Area: 183.67

Molecular Species: NEUTRAL

HBA: 7

HBD: 6

#RO5 Violations: 3

HBA (Lipinski): 12

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 4

CX Acidic pKa: 11.76

CX Basic pKa: 7.52

CX LogP: 6.73

CX LogD: 6.35

Aromatic Rings: 8

Heavy Atoms: 60

QED Weighted: 0.06

Np Likeness Score: -0.14

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