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

ID: ALA4103910

PubChem CID: 137657479

Max Phase: Preclinical

Molecular Formula: C21H34N2O2

Molecular Weight: 346.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1=C2[C@H](/C=C(\C)C(=O)NCCN3CCOCC3)CC[C@@H](C)[C@H]2CC1

Standard InChI:  InChI=1S/C21H34N2O2/c1-15-4-6-18(20-16(2)5-7-19(15)20)14-17(3)21(24)22-8-9-23-10-12-25-13-11-23/h14-15,18-19H,4-13H2,1-3H3,(H,22,24)/b17-14+/t15-,18+,19-/m1/s1

Standard InChI Key:  OPIFYJPCQJSGJM-KFQSXEOQSA-N

Molfile:  

     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
    6.4536  -11.4249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1656  -11.0166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1656  -10.1916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4536   -9.7749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7416  -11.0166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7370  -10.1870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9467   -9.9350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4627  -10.6089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9540  -11.2772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7035  -12.0633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4536  -12.2499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1681  -12.6623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8825  -12.2499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1681  -13.4873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4536  -13.8998    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8825  -13.8998    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7291   -9.3583    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4567   -8.9499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7392  -13.4873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0247  -13.8998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3106  -13.4846    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3130  -12.6592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6030  -12.2441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8839  -12.6514    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8793  -13.4784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5940  -13.8981    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
 21 26  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4103910

   ---

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: 346.52

Molecular Weight (Monoisotopic): 346.2620

AlogP: 3.15

#Rotatable Bonds: 5

Polar Surface Area: 41.57

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.18

CX LogP: 2.81

CX LogD: 2.79

Aromatic Rings: ┄

Heavy Atoms: 25

QED Weighted: 0.61

Np Likeness Score: 0.46

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