2-(((1-methylpiperidin-4-yl)methyl)amino)-5,6,7,8-tetrahydrobenzo[4,5]thieno[2,3-d]pyrimidin-4(3H)-one

ID: ALA5178541

PubChem CID: 126961718

Max Phase: Preclinical

Molecular Formula: C17H24N4OS

Molecular Weight: 332.47

Names and Identifiers

Canonical SMILES:  CN1CCC(CNc2nc3sc4c(c3c(=O)[nH]2)CCCC4)CC1

Standard InChI:  InChI=1S/C17H24N4OS/c1-21-8-6-11(7-9-21)10-18-17-19-15(22)14-12-4-2-3-5-13(12)23-16(14)20-17/h11H,2-10H2,1H3,(H2,18,19,20,22)

Standard InChI Key:  JXQVQMRDGUVMOA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   -4.1969   -0.3095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4824    0.1029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7679   -0.3095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7679   -1.1346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4824   -1.5471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1969   -1.1346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9833   -1.3895    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9833   -0.0546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4984   -0.7221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6476    0.6990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8270    0.7852    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3422    0.1177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6778   -0.6360    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0602    1.4137    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4831    0.1177    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8957    0.8324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7210    0.8324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1336    1.5471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9589    1.5471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3716    0.8323    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9589    0.1177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1337    0.1177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1969    0.8323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  1  6  1  0
  6  5  1  0
  4  7  1  0
  3  8  1  0
  8  9  2  0
  9  7  1  0
  8 10  1  0
 11 10  1  0
 12 11  1  0
 13 12  2  0
  9 13  1  0
 10 14  2  0
 12 15  1  0
 15 16  1  0
 16 17  1  0
 18 17  1  0
 19 18  1  0
 20 19  1  0
 21 20  1  0
 22 21  1  0
 17 22  1  0
 20 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5178541

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 332.47

Molecular Weight (Monoisotopic): 332.1671

AlogP: 2.62

#Rotatable Bonds: 3

Polar Surface Area: 61.02

Molecular Species: BASE

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.95

CX Basic pKa: 9.40

CX LogP: 2.65

CX LogD: 0.79

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.91

Np Likeness Score: -1.74

References

1. Nizi MG, Maksimainen MM, Lehtiö L, Tabarrini O..  (2022)  Medicinal Chemistry Perspective on Targeting Mono-ADP-Ribosylating PARPs with Small Molecules.,  65  (11.0): [PMID:35608571] [10.1021/acs.jmedchem.2c00281]

Source

Source(1):

• Scientific Literature