N-(2-aminoethyl)-N-benzyl-1-methyl-1,4-dihydrochromeno[4,3-c]pyrazole-3-carboxamide

ID: ALA4524552

PubChem CID: 155520144

Max Phase: Preclinical

Molecular Formula: C21H22N4O2

Molecular Weight: 362.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cn1nc(C(=O)N(CCN)Cc2ccccc2)c2c1-c1ccccc1OC2

Standard InChI:  InChI=1S/C21H22N4O2/c1-24-20-16-9-5-6-10-18(16)27-14-17(20)19(23-24)21(26)25(12-11-22)13-15-7-3-2-4-8-15/h2-10H,11-14,22H2,1H3

Standard InChI Key:  NPZOLEBIGLVKET-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   15.3477  -12.3486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3466  -13.1682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0546  -13.5771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0529  -11.9398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7615  -12.3450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7603  -13.1657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4665  -13.5747    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.4688  -11.9334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1778  -12.3429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7863  -11.7952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4534  -11.0471    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.6392  -11.1327    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.6002  -11.7915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0120  -12.4973    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.0056  -11.0819    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.8292  -12.4937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2410  -13.1995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0581  -13.1958    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.6066  -13.2069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0184  -13.9128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6109  -14.6177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0220  -15.3231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8401  -15.3199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2453  -14.6053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8318  -13.9029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0925  -10.5253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
  3  4  1  0
  4  7  2  0
  6  5  2  0
  5  2  1  0
  6  7  1  0
  6  9  1  0
  7  8  1  0
  8  1  1  0
  1 10  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13  9  1  0
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 14 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 15 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
 13 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4524552

   ---

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: 362.43

Molecular Weight (Monoisotopic): 362.1743

AlogP: 2.58

#Rotatable Bonds: 5

Polar Surface Area: 73.38

Molecular Species: BASE

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.15

CX LogP: 2.17

CX LogD: 0.43

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.76

Np Likeness Score: -1.04

References

1. Chianelli D, Rucker PV, Roland J, Tully DC, Nelson J, Liu X, Bursulaya B, Hernandez ED, Wu J, Prashad M, Schlama T, Liu Y, Chu A, Schmeits J, Huang DJ, Hill R, Bao D, Zoll J, Kim Y, Groessl T, McNamara P, Liu B, Richmond W, Sancho-Martinez I, Phimister A, Seidel HM, Badman MK, Joseph SB, Laffitte B, Molteni V..  (2020)  Nidufexor (LMB763), a Novel FXR Modulator for the Treatment of Nonalcoholic Steatohepatitis.,  63  (8): [PMID:31940200] [10.1021/acs.jmedchem.9b01621]

Source

Source(1):

• Scientific Literature