N-((1-(2-(3-tert-butylureido)ethyl)-4-(hydroxymethyl)piperidin-4-yl)methyl)-3,5-dichlorobenzamide

ID: ALA2337981

Cas Number: 1416984-93-4

PubChem CID: 71517197

Max Phase: Preclinical

Molecular Formula: C21H32Cl2N4O3

Molecular Weight: 459.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(C)NC(=O)NCCN1CCC(CO)(CNC(=O)c2cc(Cl)cc(Cl)c2)CC1

Standard InChI:  InChI=1S/C21H32Cl2N4O3/c1-20(2,3)26-19(30)24-6-9-27-7-4-21(14-28,5-8-27)13-25-18(29)15-10-16(22)12-17(23)11-15/h10-12,28H,4-9,13-14H2,1-3H3,(H,25,29)(H2,24,26,30)

Standard InChI Key:  RAZOFRCGTLUGNK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 30 31  0  0  0  0  0  0  0  0999 V2000
    3.5839   -3.1343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2882   -3.5412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9960   -3.1327    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5883   -2.3217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8849   -1.9149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1795   -2.3214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1819   -3.1390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8859   -3.5421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8855   -1.0977    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.2880   -4.3584    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4755   -3.5499    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.7036   -3.5415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4114   -3.1331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1213   -3.5478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8270   -3.1428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8314   -2.3253    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1239   -1.9143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4121   -2.3209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4055   -3.9498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6948   -4.3532    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5407   -1.9195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2468   -2.3310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9561   -1.9252    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.6622   -2.3367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3715   -1.9310    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.6589   -3.1539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0776   -2.3424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7869   -1.9367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0743   -3.1596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8646   -2.5506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  1  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  1  1  0
  5  9  1  0
  2 10  2  0
  7 11  1  0
  3 12  1  0
 12 13  1  0
 13 14  1  0
 13 18  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 13 19  1  0
 19 20  1  0
 16 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  2  0
 25 27  1  0
 27 28  1  0
 27 29  1  0
 27 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2337981

   Cav 3.2 inhibitor 4

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: 459.42

Molecular Weight (Monoisotopic): 458.1851

AlogP: 2.90

#Rotatable Bonds: 7

Polar Surface Area: 93.70

Molecular Species: NEUTRAL

HBA: 4

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.90

CX LogP: 1.81

CX LogD: 1.19

Aromatic Rings: 1

Heavy Atoms: 30

QED Weighted: 0.50

Np Likeness Score: -1.45

References

1. Giordanetto F, Wållberg A, Knerr L, Selmi N, Ullah V, Thorstensson F, Lindelöf Å, Karlsson S, Nikitidis G, Llinas A, Wang QD, Lindqvist A, Högberg G, Lindhardt E, Åstrand A, Duker G..  (2013)  Discovery of N-[[1-[2-(tert-butylcarbamoylamino)ethyl]-4-(hydroxymethyl)-4-piperidyl]methyl]-3,5-dichloro-benzamide as a selective T-type calcium channel (Cav3.2) inhibitor.,  23  (1): [PMID:23200256] [10.1016/j.bmcl.2012.10.140]

2. Mark Wenlock and Nicholas Tomkinson. Experimental in vitro DMPK and physicochemical data on a set of publicly disclosed compounds,  [10.6019/CHEMBL3301361]

Source

Source(2):

• Scientific Literature
• AstraZeneca Deposited Data