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

ID: ALA4069625

Chembl Id: CHEMBL4069625

PubChem CID: 137639526

Max Phase: Preclinical

Molecular Formula: C49H60N8O6

Molecular Weight: 857.07

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](Cc1c[nH]c(-c2ccc(C(C)(C)C)cc2)n1)NC(=O)OC(C)(C)C

Standard InChI:  InChI=1S/C49H60N8O6/c1-47(2,3)32-19-15-29(16-20-32)41-51-27-34(53-41)24-39(57-46(61)63-49(7,8)9)44(59)55-38(23-31-26-50-37-14-12-11-13-36(31)37)43(58)56-40(45(60)62-10)25-35-28-52-42(54-35)30-17-21-33(22-18-30)48(4,5)6/h11-22,26-28,38-40,50H,23-25H2,1-10H3,(H,51,53)(H,52,54)(H,55,59)(H,56,58)(H,57,61)/t38-,39-,40-/m0/s1

Standard InChI Key:  LTIFOBKKXZZSEG-MXVPUGLGSA-N

Alternative Forms

1. Parent:

   

   ALA4069625

   ---

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: 857.07

Molecular Weight (Monoisotopic): 856.4636

AlogP: 7.61

#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: 11.63

CX Basic pKa: 6.21

CX LogP: 8.02

CX LogD: 7.99

Aromatic Rings: 6

Heavy Atoms: 63

QED Weighted: 0.06

Np Likeness Score: -0.37

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