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

ID: ALA4080547

Chembl Id: CHEMBL4080547

PubChem CID: 137647605

Max Phase: Preclinical

Molecular Formula: C36H36N8O4

Molecular Weight: 644.74

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)[C@H](Cc1c[nH]c(-c2ccccc2)n1)NC(=O)[C@H](Cc1c[nH]c2ccccc12)NC(=O)[C@@H](N)Cc1c[nH]c(-c2ccccc2)n1

Standard InChI:  InChI=1S/C36H36N8O4/c1-48-36(47)31(18-26-21-40-33(42-26)23-12-6-3-7-13-23)44-35(46)30(16-24-19-38-29-15-9-8-14-27(24)29)43-34(45)28(37)17-25-20-39-32(41-25)22-10-4-2-5-11-22/h2-15,19-21,28,30-31,38H,16-18,37H2,1H3,(H,39,41)(H,40,42)(H,43,45)(H,44,46)/t28-,30-,31-/m0/s1

Standard InChI Key:  DHKZLDDCIFIYQM-ASVWTAOFSA-N

Alternative Forms

1. Parent:

   

   ALA4080547

   ---

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: 644.74

Molecular Weight (Monoisotopic): 644.2860

AlogP: 3.45

#Rotatable Bonds: 13

Polar Surface Area: 183.67

Molecular Species: NEUTRAL

HBA: 7

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.74

CX Basic pKa: 7.52

CX LogP: 3.43

CX LogD: 3.05

Aromatic Rings: 6

Heavy Atoms: 48

QED Weighted: 0.10

Np Likeness Score: -0.15

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