(S)-2-((3R,6R,9S,12R)-6,12-bis((1H-indol-3-yl)methyl)-3,9-dibenzyl-4,7,10-trioxo-2,5,8,11-tetraazatridecanamido)-4-methylpentanamide

ID: ALA4171911

PubChem CID: 145950942

Max Phase: Preclinical

Molecular Formula: C47H54N8O5

Molecular Weight: 811.00

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN[C@H](Cc1ccccc1)C(=O)N[C@H](Cc1c[nH]c2ccccc12)C(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@H](Cc1c[nH]c2ccccc12)C(=O)N[C@@H](CC(C)C)C(N)=O

Standard InChI:  InChI=1S/C47H54N8O5/c1-29(2)22-38(43(48)56)52-46(59)41(25-32-27-50-36-20-12-10-18-34(32)36)55-45(58)40(24-31-16-8-5-9-17-31)53-47(60)42(26-33-28-51-37-21-13-11-19-35(33)37)54-44(57)39(49-3)23-30-14-6-4-7-15-30/h4-21,27-29,38-42,49-51H,22-26H2,1-3H3,(H2,48,56)(H,52,59)(H,53,60)(H,54,57)(H,55,58)/t38-,39+,40-,41+,42+/m0/s1

Standard InChI Key:  DRYABMBZFPAGHW-CTLZPSQBSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA4171911

   ---

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: 811.00

Molecular Weight (Monoisotopic): 810.4217

AlogP: 3.98

#Rotatable Bonds: 20

Polar Surface Area: 203.10

Molecular Species: NEUTRAL

HBA: 6

HBD: 8

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.94

CX Basic pKa: 8.34

CX LogP: 4.98

CX LogD: 3.99

Aromatic Rings: 6

Heavy Atoms: 60

QED Weighted: 0.06

Np Likeness Score: 0.04

References

1. Haitham Abusara O, Freeman S, Aojula HS..  (2017)  Pentapeptides for the treatment of small cell lung cancer: Optimisation by Nind-alkyl modification of the tryptophan side chain.,  137  [PMID:28595067] [10.1016/j.ejmech.2017.05.053]

Source

Source(1):

• Scientific Literature