5-(3-(diethylamino)prop-1-ynyl)-2-((1r,4r)-4-hydroxycyclohexylamino)benzamide

ID: ALA5092143

PubChem CID: 166631150

Max Phase: Preclinical

Molecular Formula: C20H29N3O2

Molecular Weight: 343.47

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCN(CC)CC#Cc1ccc(N[C@H]2CC[C@H](O)CC2)c(C(N)=O)c1

Standard InChI:  InChI=1S/C20H29N3O2/c1-3-23(4-2)13-5-6-15-7-12-19(18(14-15)20(21)25)22-16-8-10-17(24)11-9-16/h7,12,14,16-17,22,24H,3-4,8-11,13H2,1-2H3,(H2,21,25)/t16-,17-

Standard InChI Key:  MRVGXZDCVDZJBZ-QAQDUYKDSA-N

Molfile:  

 
     RDKit          2D

 25 26  0  0  0  0  0  0  0  0999 V2000
   31.6709  -15.7164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6698  -16.5360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3778  -16.9449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0875  -16.5355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0847  -15.7128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3760  -15.3076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9631  -15.3080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9629  -14.4908    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.2555  -15.7168    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.3736  -14.4904    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.0801  -14.0797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7910  -14.4900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4953  -14.0828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4971  -13.2652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7883  -12.8566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0778  -13.2655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2052  -12.8572    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.3776  -17.7621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3699  -18.5767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3620  -19.3938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6505  -19.7956    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.6427  -20.6128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9467  -19.3803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9311  -21.0146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2351  -19.7821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  1  7  1  0
  7  8  2  0
  7  9  1  0
  6 10  1  0
 11 10  1  1
 11 12  1  0
 11 16  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 14 17  1  6
  3 18  1  0
 18 19  3  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 22 24  1  0
 23 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5092143

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 343.47

Molecular Weight (Monoisotopic): 343.2260

AlogP: 2.19

#Rotatable Bonds: 6

Polar Surface Area: 78.59

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.46

CX LogP: 2.49

CX LogD: 1.39

Aromatic Rings: 1

Heavy Atoms: 25

QED Weighted: 0.69

Np Likeness Score: -0.82

References

1. Xu S, Guo A, Chen NN, Dai W, Yang HA, Xie W, Wang M, You QD, Xu XL..  (2021)  Design and synthesis of Grp94 selective inhibitors based on Phe199 induced fit mechanism and their anti-inflammatory effects.,  223  [PMID:34174740] [10.1016/j.ejmech.2021.113604]

Source

Source(1):

• Scientific Literature