3-[17-Benzyl-14-(4-hydroxy-benzyl)-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: ALA3349511

PubChem CID: 118718415

Max Phase: Preclinical

Molecular Formula: C40H52N8O9S

Molecular Weight: 820.97

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](Cc3ccc(O)cc3)NC(=O)[C@H](CCC(N)=O)NC(=O)CNC1=O)C2=O

Standard InChI:  InChI=1S/C40H52N8O9S/c1-23(2)19-32-39(56)44-28(16-18-58-3)35(52)42-22-34(51)43-27(13-14-33(41)50)36(53)46-31(21-25-9-11-26(49)12-10-25)38(55)47-30(20-24-7-5-4-6-8-24)37(54)45-29-15-17-48(32)40(29)57/h4-12,15,17,23,27-32,49H,13-14,16,18-22H2,1-3H3,(H2,41,50)(H,42,52)(H,43,51)(H,44,56)(H,45,54)(H,46,53)(H,47,55)/t27-,28-,29+,30-,31-,32-/m0/s1

Standard InChI Key:  OZKMIBSHXHXREB-JTZJCOQBSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA3349511

   ---

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: 820.97

Molecular Weight (Monoisotopic): 820.3578

AlogP: -0.48

#Rotatable Bonds: 12

Polar Surface Area: 258.23

Molecular Species: NEUTRAL

HBA: 10

HBD: 8

#RO5 Violations: 2

HBA (Lipinski): 17

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 9.50

CX Basic pKa: ┄

CX LogP: -0.57

CX LogD: -0.58

Aromatic Rings: 2

Heavy Atoms: 58

QED Weighted: 0.14

Np Likeness Score: 0.57

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