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

ID: ALA4096155

PubChem CID: 137655068

Max Phase: Preclinical

Molecular Formula: C18H29NO2

Molecular Weight: 291.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COCCNC(=O)/C(C)=C/[C@@H]1CC[C@@H](C)[C@H]2CCC(C)=C12

Standard InChI:  InChI=1S/C18H29NO2/c1-12-5-7-15(17-13(2)6-8-16(12)17)11-14(3)18(20)19-9-10-21-4/h11-12,15-16H,5-10H2,1-4H3,(H,19,20)/b14-11+/t12-,15+,16-/m1/s1

Standard InChI Key:  PEHVCDBCDQKVJU-HHGDAPPASA-N

Molfile:  

     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
    6.1536  -11.5540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8656  -11.1456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8656  -10.3206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1536   -9.9040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4416  -11.1456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4370  -10.3161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6466  -10.0641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1627  -10.7380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6541  -11.4063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4035  -12.1923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1536  -12.3790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8680  -12.7915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5826  -12.3790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8680  -13.6165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1536  -14.0290    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5826  -14.0290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4291   -9.4874    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1567   -9.0790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4391  -13.6165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7247  -14.0290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0105  -13.6138    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2948  -14.0241    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  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4096155

   ---

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: 291.44

Molecular Weight (Monoisotopic): 291.2198

AlogP: 3.47

#Rotatable Bonds: 5

Polar Surface Area: 38.33

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.97

CX LogD: 2.97

Aromatic Rings: ┄

Heavy Atoms: 21

QED Weighted: 0.48

Np Likeness Score: 1.19

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