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

ID: ALA4161710

PubChem CID: 145960182

Max Phase: Preclinical

Molecular Formula: C52H64N8O5

Molecular Weight: 881.13

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCn1cc(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(N)=O)c2ccccc21

Standard InChI:  InChI=1S/C52H64N8O5/c1-5-6-17-26-60-33-38(40-23-14-16-25-47(40)60)31-46(51(64)56-42(48(53)61)27-34(2)3)59-50(63)44(29-36-20-11-8-12-21-36)57-52(65)45(30-37-32-55-41-24-15-13-22-39(37)41)58-49(62)43(54-4)28-35-18-9-7-10-19-35/h7-16,18-25,32-34,42-46,54-55H,5-6,17,26-31H2,1-4H3,(H2,53,61)(H,56,64)(H,57,65)(H,58,62)(H,59,63)/t42-,43+,44-,45+,46+/m0/s1

Standard InChI Key:  DYDHKJRCNOKLSO-PIDMDYRZSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA4161710

   ---

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: 881.13

Molecular Weight (Monoisotopic): 880.5000

AlogP: 5.64

#Rotatable Bonds: 24

Polar Surface Area: 192.24

Molecular Species: NEUTRAL

HBA: 7

HBD: 7

#RO5 Violations: 3

HBA (Lipinski): 13

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 4

CX Acidic pKa: 11.93

CX Basic pKa: 8.34

CX LogP: 6.97

CX LogD: 5.98

Aromatic Rings: 6

Heavy Atoms: 65

QED Weighted: 0.04

Np Likeness Score: -0.17

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