3-[17-Benzyl-14-(1H-indol-3-ylmethyl)-2-isobutyl-5-(2-methylsulfanyl-ethyl)-3,6,9,12,15,18,23-heptaoxo-1,4,7,10,13,16,19-heptaaza-bicyclo[18.2.1]tricos-21-en-11-yl]-propionamide

ID: ALA3350012

PubChem CID: 118718707

Max Phase: Preclinical

Molecular Formula: C42H53N9O8S

Molecular Weight: 844.01

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)NC(=O)CNC1=O)C2=O

Standard InChI:  InChI=1S/C42H53N9O8S/c1-24(2)19-34-41(58)47-30(16-18-60-3)37(54)45-23-36(53)46-29(13-14-35(43)52)38(55)50-33(21-26-22-44-28-12-8-7-11-27(26)28)40(57)49-32(20-25-9-5-4-6-10-25)39(56)48-31-15-17-51(34)42(31)59/h4-12,15,17,22,24,29-34,44H,13-14,16,18-21,23H2,1-3H3,(H2,43,52)(H,45,54)(H,46,53)(H,47,58)(H,48,56)(H,49,57)(H,50,55)/t29-,30-,31+,32-,33-,34-/m0/s1

Standard InChI Key:  JGYALLUJXUYSBB-BYDTUBKQSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA3350012

   ---

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: 844.01

Molecular Weight (Monoisotopic): 843.3738

AlogP: 0.30

#Rotatable Bonds: 12

Polar Surface Area: 253.79

Molecular Species: NEUTRAL

HBA: 9

HBD: 8

#RO5 Violations: 2

HBA (Lipinski): 17

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.33

CX Basic pKa: ┄

CX LogP: -0.17

CX LogD: -0.17

Aromatic Rings: 3

Heavy Atoms: 60

QED Weighted: 0.12

Np Likeness Score: 0.50

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