(3aS,6aR)-2-[[3-(4-chlorophenoxy)phenyl]methyl]-N-(2H-tetrazol-5-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrole-5-carboxamide

ID: ALA4743419

PubChem CID: 162646847

Max Phase: Preclinical

Molecular Formula: C21H22ClN7O2

Molecular Weight: 439.91

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(Nc1nn[nH]n1)N1C[C@H]2CN(Cc3cccc(Oc4ccc(Cl)cc4)c3)C[C@H]2C1

Standard InChI:  InChI=1S/C21H22ClN7O2/c22-17-4-6-18(7-5-17)31-19-3-1-2-14(8-19)9-28-10-15-12-29(13-16(15)11-28)21(30)23-20-24-26-27-25-20/h1-8,15-16H,9-13H2,(H2,23,24,25,26,27,30)/t15-,16+

Standard InChI Key:  WQXDPMSQQFNMQB-IYBDPMFKSA-N

Molfile:  

 
     RDKit          2D

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    4.7315  -11.1939    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4591  -10.8098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1540  -11.2505    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4918   -9.9892    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2062  -12.0678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.4388  -11.5746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0061  -12.2697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5295  -12.8990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2899  -12.5902    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2338  -11.7728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9866  -13.0281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7127  -12.6452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4085  -13.0805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4621  -11.4387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.8344  -10.8511    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5980  -12.9823    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.8239  -13.1305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5463  -12.7484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2374  -13.1851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9592  -12.8037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9900  -11.9862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2929  -11.5516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5739  -11.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7118  -11.6031    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.0398  -10.7588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9816   -9.9428    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1893   -9.7428    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7542  -10.4345    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2777  -11.0620    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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  2  4  2  0
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  7  6  1  0
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  8  9  1  0
  9 10  1  0
 10 11  1  0
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 10 12  1  0
 12 13  1  0
 13 14  2  0
 14 18  1  0
 17 15  1  0
 15 16  2  0
 16 13  1  0
 17 18  2  0
  7 19  1  1
  8 20  1  1
 18 21  1  0
 21 22  1  0
 22 23  2  0
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 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 22  1  0
 25 28  1  0
  1 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  1  0
 32 33  2  0
 33 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4743419

   ---

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: 439.91

Molecular Weight (Monoisotopic): 439.1524

AlogP: 3.24

#Rotatable Bonds: 5

Polar Surface Area: 99.27

Molecular Species: ZWITTERION

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 5.13

CX Basic pKa: 8.60

CX LogP: 1.08

CX LogD: 1.10

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.63

Np Likeness Score: -1.63

References

1. Keith JM,Jones W,Pierce JM,Seierstad M,Palmer JA,Webb M,Karbarz M,Scott BP,Wilson SJ,Luo L,Wennerholm M,Chang L,Rizzolio M,Rynberg R,Chaplan S,Guy Breitenbucher J.  (2020)  Heteroarylureas with fused bicyclic diamine cores as inhibitors of fatty acid amide hydrolase.,  30  (20): [PMID:32784090] [10.1016/j.bmcl.2020.127463]

Source

Source(1):

• Scientific Literature