3-((4S,7R,7aR)-3,7-dimethyl-2,4,5,6,7,7a-hexahydro-1H-inden-4-yl)-2-methyl-N-phenethylacrylamide

ID: ALA4102786

PubChem CID: 137656419

Max Phase: Preclinical

Molecular Formula: C23H31NO

Molecular Weight: 337.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1=C2[C@H](/C=C(\C)C(=O)NCCc3ccccc3)CC[C@@H](C)[C@H]2CC1

Standard InChI:  InChI=1S/C23H31NO/c1-16-9-11-20(22-17(2)10-12-21(16)22)15-18(3)23(25)24-14-13-19-7-5-4-6-8-19/h4-8,15-16,20-21H,9-14H2,1-3H3,(H,24,25)/b18-15+/t16-,20+,21-/m1/s1

Standard InChI Key:  UKJDZGMKCIFXFI-FVALVINRSA-N

Molfile:  

     RDKit          2D

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    6.6162  -11.4249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3281  -11.0166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3281  -10.1916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6162   -9.7749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9041  -11.0166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8995  -10.1870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1091   -9.9350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6252  -10.6089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1166  -11.2772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8660  -12.0633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6162  -12.2499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3306  -12.6623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0451  -12.2499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3306  -13.4873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6162  -13.8998    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0451  -13.8998    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8916   -9.3583    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6192   -8.9499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9017  -13.4873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1871  -13.8998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4727  -13.4873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4774  -12.6613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7638  -12.2489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0483  -12.6614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0510  -13.4906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7652  -13.8994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  6  4  1  0
  5  1  1  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9  5  2  0
  9 10  1  0
  1 11  1  1
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  2  0
  6 17  1  1
  4 18  1  6
 15 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4102786

   ---

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: 337.51

Molecular Weight (Monoisotopic): 337.2406

AlogP: 5.06

#Rotatable Bonds: 5

Polar Surface Area: 29.10

Molecular Species: NEUTRAL

HBA: 1

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.03

CX LogD: 5.03

Aromatic Rings: 1

Heavy Atoms: 25

QED Weighted: 0.59

Np Likeness Score: 1.11

References

1. Egbewande FA, Nilsson N, White JM, Coster MJ, Davis RA..  (2017)  The design, synthesis, and anti-inflammatory evaluation of a drug-like library based on the natural product valerenic acid.,  27  (14): [PMID:28558967] [10.1016/j.bmcl.2017.05.021]

Source

Source(1):

• Scientific Literature