1-(9-Oxo-9H-fluoren-4-yl)-3-pyridin-2-yl-urea

ID: ALA140589

Cas Number: 322681-26-5

PubChem CID: 5330596

Max Phase: Preclinical

Molecular Formula: C19H13N3O2

Molecular Weight: 315.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccccn1)Nc1cccc2c1-c1ccccc1C2=O

Standard InChI:  InChI=1S/C19H13N3O2/c23-18-13-7-2-1-6-12(13)17-14(18)8-5-9-15(17)21-19(24)22-16-10-3-4-11-20-16/h1-11H,(H2,20,21,22,24)

Standard InChI Key:  XVVDNGPUSVDRAJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
    3.6250   -3.3167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6625   -3.2167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1042   -3.6167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4917   -2.7375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9042   -2.6750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1792   -3.6167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1417   -3.6167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7042   -3.3167    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6625   -3.3167    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2250   -3.6167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0667   -3.3417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7375   -3.3125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1792   -4.2167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1042   -4.2167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8500   -2.2542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1417   -4.2167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6625   -2.1292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6250   -4.5167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2542   -3.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2167   -4.2167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6042   -1.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0125   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2625   -4.2125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7417   -4.5042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  1  1  0
  4  1  1  0
  5  4  2  0
  6  9  1  0
  7  1  2  0
  8  6  1  0
  9  7  1  0
 10  8  1  0
 11  2  2  0
 12 10  1  0
 13  6  2  0
 14  3  2  0
 15  4  1  0
 16  7  1  0
 17  5  1  0
 18 16  2  0
 19 12  2  0
 20 10  2  0
 21 15  2  0
 22 21  1  0
 23 24  2  0
 24 20  1  0
  2  5  1  0
 18 14  1  0
 17 22  2  0
 19 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA140589

   Diarylurea deriv. 15

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: 315.33

Molecular Weight (Monoisotopic): 315.1008

AlogP: 3.94

#Rotatable Bonds: 2

Polar Surface Area: 71.09

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.82

CX Basic pKa: 3.84

CX LogP: 3.63

CX LogD: 3.63

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.59

Np Likeness Score: -0.91

References

1. Honma T, Hayashi K, Aoyama T, Hashimoto N, Machida T, Fukasawa K, Iwama T, Ikeura C, Ikuta M, Suzuki-Takahashi I, Iwasawa Y, Hayama T, Nishimura S, Morishima H..  (2001)  Structure-based generation of a new class of potent Cdk4 inhibitors: new de novo design strategy and library design.,  44  (26): [PMID:11741479] [10.1021/jm0103256]

2. Schneider P, Schneider G..  (2016)  De Novo Design at the Edge of Chaos.,  59  (9): [PMID:26881908] [10.1021/acs.jmedchem.5b01849]

Source

Source(1):

• Scientific Literature