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

ID: ALA4167069

PubChem CID: 145953375

Max Phase: Preclinical

Molecular Formula: C55H70N8O5

Molecular Weight: 923.22

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCn1cc(C[C@@H](NC(=O)[C@H](Cc2ccccc2)NC(=O)[C@@H](Cc2cn(CCCC)c3ccccc23)NC(=O)[C@@H](Cc2ccccc2)NC)C(=O)N[C@@H](CC(C)C)C(N)=O)c2ccccc21

Standard InChI:  InChI=1S/C55H70N8O5/c1-6-8-28-62-35-40(42-24-16-18-26-49(42)62)33-47(54(67)58-44(51(56)64)30-37(3)4)61-53(66)46(32-39-22-14-11-15-23-39)59-55(68)48(60-52(65)45(57-5)31-38-20-12-10-13-21-38)34-41-36-63(29-9-7-2)50-27-19-17-25-43(41)50/h10-27,35-37,44-48,57H,6-9,28-34H2,1-5H3,(H2,56,64)(H,58,67)(H,59,68)(H,60,65)(H,61,66)/t44-,45+,46-,47+,48+/m0/s1

Standard InChI Key:  ATRNAHPGXYCNQZ-YGVGAFBBSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA4167069

   ---

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: 923.22

Molecular Weight (Monoisotopic): 922.5469

AlogP: 6.53

#Rotatable Bonds: 26

Polar Surface Area: 181.38

Molecular Species: NEUTRAL

HBA: 8

HBD: 6

#RO5 Violations: 3

HBA (Lipinski): 13

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 4

CX Acidic pKa: 11.95

CX Basic pKa: 8.34

CX LogP: 8.07

CX LogD: 7.08

Aromatic Rings: 6

Heavy Atoms: 68

QED Weighted: 0.04

Np Likeness Score: -0.18

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