1-(4-Cyanophenyl)-3-(2,2,4,4-tetramethylthiochroman-6-yl)urea

ID: ALA4557925

PubChem CID: 146403617

Max Phase: Preclinical

Molecular Formula: C21H23N3OS

Molecular Weight: 365.50

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC1(C)CC(C)(C)c2cc(NC(=O)Nc3ccc(C#N)cc3)ccc2S1

Standard InChI:  InChI=1S/C21H23N3OS/c1-20(2)13-21(3,4)26-18-10-9-16(11-17(18)20)24-19(25)23-15-7-5-14(12-22)6-8-15/h5-11H,13H2,1-4H3,(H2,23,24,25)

Standard InChI Key:  SEYLPHUWIZVDOB-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
    1.9646  -11.2921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3773  -10.5863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5597  -10.5818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6786   -8.6548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0913   -9.3647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4997   -8.6523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5025  -11.0059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2122  -10.5964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2094   -9.7738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5007   -9.3685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9155   -9.3625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6248   -9.7684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3309   -9.3572    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6279  -10.5856    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0402   -9.7631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0402  -10.5792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7486  -10.9850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4557  -10.5737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4500   -9.7523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7410   -9.3501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7945  -10.5969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7986   -9.7773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3824   -9.7702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0866  -11.0054    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   10.1655  -10.9787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8753  -11.3837    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  5  4  1  0
  6  5  1  0
 21  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 22  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
 21 22  2  0
 21 24  1  0
 22  5  1  0
  5 23  1  0
 23  2  1  0
  2 24  1  0
 18 25  1  0
 25 26  3  0
M  END

Alternative Forms

1. Parent:

   

   ALA4557925

   ---

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: 365.50

Molecular Weight (Monoisotopic): 365.1562

AlogP: 5.75

#Rotatable Bonds: 2

Polar Surface Area: 64.92

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.42

CX Basic pKa: ┄

CX LogP: 5.06

CX LogD: 5.06

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.71

Np Likeness Score: -1.08

References

1. Nammalwar B, Bunce RA, Berlin KD, Benbrook DM, Toal C..  (2019)  Synthesis and biological evaluation of SHetA2 (NSC-721689) analogs against the ovarian cancer cell line A2780.,  170  [PMID:30878829] [10.1016/j.ejmech.2019.03.010]

Source

Source(1):

• Scientific Literature