3-[14,17-Dibenzyl-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: ALA3349995

PubChem CID: 118718694

Max Phase: Preclinical

Molecular Formula: C40H52N8O8S

Molecular Weight: 804.97

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](Cc3ccccc3)NC(=O)[C@H](CCC(N)=O)NC(=O)CNC1=O)C2=O

Standard InChI:  InChI=1S/C40H52N8O8S/c1-24(2)20-32-39(55)44-28(17-19-57-3)35(51)42-23-34(50)43-27(14-15-33(41)49)36(52)46-31(22-26-12-8-5-9-13-26)38(54)47-30(21-25-10-6-4-7-11-25)37(53)45-29-16-18-48(32)40(29)56/h4-13,16,18,24,27-32H,14-15,17,19-23H2,1-3H3,(H2,41,49)(H,42,51)(H,43,50)(H,44,55)(H,45,53)(H,46,52)(H,47,54)/t27-,28-,29+,30-,31-,32-/m0/s1

Standard InChI Key:  GDXKASJNOWDISW-JTZJCOQBSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA3349995

   ---

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: 804.97

Molecular Weight (Monoisotopic): 804.3629

AlogP: -0.19

#Rotatable Bonds: 12

Polar Surface Area: 238.00

Molecular Species: NEUTRAL

HBA: 9

HBD: 7

#RO5 Violations: 2

HBA (Lipinski): 16

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.32

CX Basic pKa: ┄

CX LogP: -0.27

CX LogD: -0.27

Aromatic Rings: 2

Heavy Atoms: 57

QED Weighted: 0.15

Np Likeness Score: 0.49

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