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

ID: ALA4160638

PubChem CID: 145957420

Max Phase: Preclinical

Molecular Formula: C49H58N8O5

Molecular Weight: 839.05

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCn1cc(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/C49H58N8O5/c1-5-57-30-35(37-21-13-15-23-44(37)57)28-43(48(61)53-39(45(50)58)24-31(2)3)56-47(60)41(26-33-18-10-7-11-19-33)54-49(62)42(27-34-29-52-38-22-14-12-20-36(34)38)55-46(59)40(51-4)25-32-16-8-6-9-17-32/h6-23,29-31,39-43,51-52H,5,24-28H2,1-4H3,(H2,50,58)(H,53,61)(H,54,62)(H,55,59)(H,56,60)/t39-,40+,41-,42+,43+/m0/s1

Standard InChI Key:  BVTULTCQCHBZMI-UBIIGGBUSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA4160638

   ---

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: 839.05

Molecular Weight (Monoisotopic): 838.4530

AlogP: 4.47

#Rotatable Bonds: 21

Polar Surface Area: 192.24

Molecular Species: NEUTRAL

HBA: 7

HBD: 7

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.94

CX Basic pKa: 8.34

CX LogP: 5.56

CX LogD: 4.57

Aromatic Rings: 6

Heavy Atoms: 62

QED Weighted: 0.06

Np Likeness Score: -0.15

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