N-[3-[[(1R,2S,4aS,8aS)-1,2,3,4,4a,7,8,8a-Octahydro-1,2,4a,5-tetramethyl-1-naphthalenyl)methyl]-2,5-dioxo-1,4-cyclohexadien-1-yl]-(S)-tryptophan

ID: ALA3628561

Chembl Id: CHEMBL3628561

PubChem CID: 122193558

Max Phase: Preclinical

Molecular Formula: C32H38N2O4

Molecular Weight: 514.67

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1=CCC[C@H]2[C@](C)(CC3=CC(=O)C=C(N[C@@H](Cc4cc5ccccc5[nH]4)C(=O)O)C3=O)[C@@H](C)CC[C@]12C

Standard InChI:  InChI=1S/C32H38N2O4/c1-19-8-7-11-28-31(19,3)13-12-20(2)32(28,4)18-22-15-24(35)17-26(29(22)36)34-27(30(37)38)16-23-14-21-9-5-6-10-25(21)33-23/h5-6,8-10,14-15,17,20,27-28,33-34H,7,11-13,16,18H2,1-4H3,(H,37,38)/t20-,27-,28+,31+,32+/m0/s1

Standard InChI Key:  NBZKWCPDUIUKQT-NOGSXBFYSA-N

Alternative Forms

1. Parent:

   

   ALA3628561

   ---

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: 514.67

Molecular Weight (Monoisotopic): 514.2832

AlogP: 5.90

#Rotatable Bonds: 7

Polar Surface Area: 99.26

Molecular Species: ACID

HBA: 4

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 4.02

CX Basic pKa:

CX LogP: 6.00

CX LogD: 2.86

Aromatic Rings: 2

Heavy Atoms: 38

QED Weighted: 0.32

Np Likeness Score: 1.80

References

1. Vilipić J, Novaković I, Stanojković T, Matić I, Šegan D, Kljajić Z, Sladić D..  (2015)  Synthesis and biological activity of amino acid derivatives of avarone and its model compound.,  23  (21): [PMID:26476666] [10.1016/j.bmc.2015.09.044]

Source

Source(1):

• Scientific Literature