(4-amino-2-((1S,2S,4R)-bicyclo[2.2.1]heptan-2-ylamino)thiazol-5-yl)(2-nitrophenyl)methanone

ID: ALA4764481

Cas Number: 2237942-08-2

PubChem CID: 137333456

Product Number: M414195, Order Now?

Max Phase: Preclinical

Molecular Formula: C17H18N4O3S

Molecular Weight: 358.42

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1nc(N[C@H]2C[C@@H]3CC[C@H]2C3)sc1C(=O)c1ccccc1[N+](=O)[O-]

Standard InChI:  InChI=1S/C17H18N4O3S/c18-16-15(14(22)11-3-1-2-4-13(11)21(23)24)25-17(20-16)19-12-8-9-5-6-10(12)7-9/h1-4,9-10,12H,5-8,18H2,(H,19,20)/t9-,10+,12+/m1/s1

Standard InChI Key:  JRNXAQINDCOHGS-SCVCMEIPSA-N

Molfile:  

 
     RDKit          2D

 27 30  0  0  0  0  0  0  0  0999 V2000
   11.2778  -12.3383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0868  -12.3383    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   12.3401  -11.5700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6823  -11.0913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0309  -11.5700    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.6804  -10.2824    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.1096  -11.3211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7108  -11.8620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2779  -10.5313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5390  -12.6531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1390  -13.1977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9099  -12.9449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0757  -12.1521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4778  -11.6128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6369  -10.8170    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.0361  -10.2761    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4088  -10.5629    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8046  -12.9965    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.9985  -12.9067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6712  -12.1678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8708  -12.0798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3921  -12.7305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7188  -13.4727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5241  -13.5601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7127  -12.6630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0750  -13.9611    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5579  -11.3636    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  1  2  0
  4  6  1  0
  3  7  1  0
  7  8  1  0
  7  9  2  0
  8 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  8  1  0
 15 16  2  0
 15 17  1  0
 14 15  1  0
  1 18  1  0
 19 18  1  1
 19 20  1  0
 19 24  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 20 25  1  0
 23 26  1  1
 20 27  1  1
M  CHG  2  15   1  17  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4764481

   MC180295

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: 358.42

Molecular Weight (Monoisotopic): 358.1100

AlogP: 3.47

#Rotatable Bonds: 5

Polar Surface Area: 111.15

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.33

CX LogP: 4.28

CX LogD: 4.28

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.48

Np Likeness Score: -1.16

References

1. Childers WE,Elokely KM,Abou-Gharbia M.  (2020)  The Resurrection of Phenotypic Drug Discovery.,  11  (10): [PMID:33062159] [10.1021/acsmedchemlett.0c00006]

Source

Source(1):

• Scientific Literature