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

ID: ALA4100934

Chembl Id: CHEMBL4100934

PubChem CID: 137659348

Max Phase: Preclinical

Molecular Formula: C53H52N8O6

Molecular Weight: 897.05

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](Cc1c[nH]c(-c2ccc(-c3ccccc3)cc2)n1)NC(=O)OC(C)(C)C

Standard InChI:  InChI=1S/C53H52N8O6/c1-53(2,3)67-52(65)61-45(28-40-31-55-47(57-40)37-23-19-35(20-24-37)33-13-7-5-8-14-33)50(63)59-44(27-39-30-54-43-18-12-11-17-42(39)43)49(62)60-46(51(64)66-4)29-41-32-56-48(58-41)38-25-21-36(22-26-38)34-15-9-6-10-16-34/h5-26,30-32,44-46,54H,27-29H2,1-4H3,(H,55,57)(H,56,58)(H,59,63)(H,60,62)(H,61,65)/t44-,45-,46-/m0/s1

Standard InChI Key:  KSWVDKCFQHNIDE-LCALOIESSA-N

Alternative Forms

1. Parent:

   

   ALA4100934

   ---

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: 897.05

Molecular Weight (Monoisotopic): 896.4010

AlogP: 8.35

#Rotatable Bonds: 16

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: 11.66

CX Basic pKa: 6.18

CX LogP: 8.22

CX LogD: 8.20

Aromatic Rings: 8

Heavy Atoms: 67

QED Weighted: 0.05

Np Likeness Score: -0.26

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