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

ID: ALA4083061

Chembl Id: CHEMBL4083061

PubChem CID: 137646047

Max Phase: Preclinical

Molecular Formula: C44H52N8O4

Molecular Weight: 756.95

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C44H52N8O4/c1-43(2,3)29-16-12-26(13-17-29)38-47-24-31(49-38)21-34(45)40(53)51-36(20-28-23-46-35-11-9-8-10-33(28)35)41(54)52-37(42(55)56-7)22-32-25-48-39(50-32)27-14-18-30(19-15-27)44(4,5)6/h8-19,23-25,34,36-37,46H,20-22,45H2,1-7H3,(H,47,49)(H,48,50)(H,51,53)(H,52,54)/t34-,36-,37-/m0/s1

Standard InChI Key:  PTRWMRMJHPKBQL-RHNUXINZSA-N

Alternative Forms

1. Parent:

   

   ALA4083061

   ---

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: 756.95

Molecular Weight (Monoisotopic): 756.4112

AlogP: 6.04

#Rotatable Bonds: 13

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: 11.74

CX Basic pKa: 7.52

CX LogP: 6.52

CX LogD: 6.14

Aromatic Rings: 6

Heavy Atoms: 56

QED Weighted: 0.08

Np Likeness Score: -0.25

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