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

ID: ALA4104798

PubChem CID: 137658037

Max Phase: Preclinical

Molecular Formula: C22H30N2O

Molecular Weight: 338.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1=C2[C@H](/C=C(\C)C(=O)NCCc3ccccn3)CC[C@@H](C)[C@H]2CC1

Standard InChI:  InChI=1S/C22H30N2O/c1-15-7-9-18(21-16(2)8-10-20(15)21)14-17(3)22(25)24-13-11-19-6-4-5-12-23-19/h4-6,12,14-15,18,20H,7-11,13H2,1-3H3,(H,24,25)/b17-14+/t15-,18+,20-/m1/s1

Standard InChI Key:  GGLYYGLRTMUIDR-YMIIJLGTSA-N

Molfile:  

     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
    6.5786  -11.1123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2906  -10.7041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2906   -9.8791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5786   -9.4623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8666  -10.7041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8620   -9.8745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0716   -9.6225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5877  -10.2963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0791  -10.9646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8285  -11.7507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5786  -11.9373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2930  -12.3498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0075  -11.9373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2930  -13.1748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5786  -13.5873    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0075  -13.5873    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8541   -9.0457    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5817   -8.6374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8641  -13.1748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1497  -13.5873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4355  -13.1721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7211  -11.9346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0066  -12.3471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0066  -13.1721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7211  -13.5846    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4355  -12.3471    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
 25 21  2  0
 21 26  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 22 26  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4104798

   ---

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: 338.50

Molecular Weight (Monoisotopic): 338.2358

AlogP: 4.46

#Rotatable Bonds: 5

Polar Surface Area: 41.99

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.55

CX LogP: 3.84

CX LogD: 3.84

Aromatic Rings: 1

Heavy Atoms: 25

QED Weighted: 0.64

Np Likeness Score: 0.57

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