3-[14-Benzyl-11-(1H-indol-3-ylmethyl)-2-isobutyl-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: ALA3349686

PubChem CID: 118718515

Max Phase: Preclinical

Molecular Formula: C40H50N8O7S

Molecular Weight: 786.96

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)NC(=O)[C@@H](Cc3c[nH]c4ccccc34)NC(=O)[C@H](CCC(N)=O)NC1=O)C2=O

Standard InChI:  InChI=1S/C40H50N8O7S/c1-23(2)19-33-39(54)44-29(16-18-56-3)36(51)43-28(13-14-34(41)49)35(50)47-32(21-25-22-42-27-12-8-7-11-26(25)27)38(53)46-31(20-24-9-5-4-6-10-24)37(52)45-30-15-17-48(33)40(30)55/h4-12,15,17,22-23,28-33,42H,13-14,16,18-21H2,1-3H3,(H2,41,49)(H,43,51)(H,44,54)(H,45,52)(H,46,53)(H,47,50)/t28-,29-,30+,31-,32+,33-/m0/s1

Standard InChI Key:  SMJMIHPLRYWRMV-KNIJDKHRSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA3349686

   ---

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: 786.96

Molecular Weight (Monoisotopic): 786.3523

AlogP: 1.18

#Rotatable Bonds: 12

Polar Surface Area: 224.69

Molecular Species: NEUTRAL

HBA: 8

HBD: 7

#RO5 Violations: 2

HBA (Lipinski): 15

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 10.38

CX Basic pKa: ┄

CX LogP: 0.93

CX LogD: 0.93

Aromatic Rings: 3

Heavy Atoms: 56

QED Weighted: 0.14

Np Likeness Score: 0.32

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