3-[14-Benzyl-11-(1H-indol-3-ylmethyl)-2-isobutyl-13-methyl-5-(2-methylsulfanyl-ethyl)-3,6,9,12,15,20-hexaoxo-1,4,7,10,13,16-hexaaza-bicyclo[15.2.1]icos-18-en-8-yl]-propionamide

ID: ALA3349688

PubChem CID: 118718517

Max Phase: Preclinical

Molecular Formula: C41H52N8O7S

Molecular Weight: 800.98

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CSCC[C@@H]1NC(=O)[C@H](CC(C)C)N2C=C[C@@H](NC(=O)[C@H](Cc3ccccc3)N(C)C(=O)[C@@H](Cc3c[nH]c4ccccc34)NC(=O)[C@H](CCC(N)=O)NC1=O)C2=O

Standard InChI:  InChI=1S/C41H52N8O7S/c1-24(2)20-34-39(54)45-30(17-19-57-4)37(52)44-29(14-15-35(42)50)36(51)47-32(22-26-23-43-28-13-9-8-12-27(26)28)40(55)48(3)33(21-25-10-6-5-7-11-25)38(53)46-31-16-18-49(34)41(31)56/h5-13,16,18,23-24,29-34,43H,14-15,17,19-22H2,1-4H3,(H2,42,50)(H,44,52)(H,45,54)(H,46,53)(H,47,51)/t29-,30-,31+,32+,33-,34-/m0/s1

Standard InChI Key:  BSLJSMNNFQAERZ-XQBMAHTHSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA3349688

   ---

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: 800.98

Molecular Weight (Monoisotopic): 800.3680

AlogP: 1.52

#Rotatable Bonds: 12

Polar Surface Area: 215.90

Molecular Species: NEUTRAL

HBA: 8

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 15

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 10.48

CX Basic pKa: ┄

CX LogP: 1.16

CX LogD: 1.16

Aromatic Rings: 3

Heavy Atoms: 57

QED Weighted: 0.16

Np Likeness Score: 0.47

References

1. Williams BJ, Curtis NR, McKnight AT, Maguire JJ, Young SC, Veber DF, Baker R..  (1993)  Cyclic peptides as selective tachykinin antagonists.,  36  (1): [PMID:7678430] [10.1021/jm00053a001]

Source

Source(1):

• Scientific Literature