(3R,6R,9S,12R,15S)-6-((1H-indol-3-yl)methyl)-3,9-dibenzyl-12-((1-butyl-1H-indol-3-yl)methyl)-15-isobutyl-4,7,10,13-tetraoxo-2,5,8,11,14-pentaazahexadecan-16-oic acid

ID: ALA4159158

PubChem CID: 145958348

Max Phase: Preclinical

Molecular Formula: C51H61N7O6

Molecular Weight: 868.09

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCn1cc(C[C@@H](NC(=O)[C@H](Cc2ccccc2)NC(=O)[C@@H](Cc2c[nH]c3ccccc23)NC(=O)[C@@H](Cc2ccccc2)NC)C(=O)N[C@@H](CC(C)C)C(=O)O)c2ccccc21

Standard InChI:  InChI=1S/C51H61N7O6/c1-5-6-25-58-32-37(39-22-14-16-24-46(39)58)30-44(50(62)57-45(51(63)64)26-33(2)3)56-48(60)42(28-35-19-11-8-12-20-35)54-49(61)43(29-36-31-53-40-23-15-13-21-38(36)40)55-47(59)41(52-4)27-34-17-9-7-10-18-34/h7-24,31-33,41-45,52-53H,5-6,25-30H2,1-4H3,(H,54,61)(H,55,59)(H,56,60)(H,57,62)(H,63,64)/t41-,42+,43-,44-,45+/m1/s1

Standard InChI Key:  OLCXGQPDICIEHO-VSOUDBLZSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA4159158

   ---

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: 868.09

Molecular Weight (Monoisotopic): 867.4683

AlogP: 5.85

#Rotatable Bonds: 23

Polar Surface Area: 186.45

Molecular Species: ACID

HBA: 7

HBD: 7

#RO5 Violations: 3

HBA (Lipinski): 13

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 4

CX Acidic pKa: 3.89

CX Basic pKa: 8.34

CX LogP: 4.86

CX LogD: 4.82

Aromatic Rings: 6

Heavy Atoms: 64

QED Weighted: 0.04

Np Likeness Score: -0.13

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