1-(3-Hydroxy-1,2,2,4,4-pentamethyl-1,2,3,4-tetrahydroquinolin-6-yl)-3-(4-(trifluoromethoxy)phenyl)thiourea

ID: ALA4642813

Chembl Id: CHEMBL4642813

PubChem CID: 146403650

Max Phase: Preclinical

Molecular Formula: C22H26F3N3O2S

Molecular Weight: 453.53

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN1c2ccc(NC(=S)Nc3ccc(OC(F)(F)F)cc3)cc2C(C)(C)C(O)C1(C)C

Standard InChI:  InChI=1S/C22H26F3N3O2S/c1-20(2)16-12-14(8-11-17(16)28(5)21(3,4)18(20)29)27-19(31)26-13-6-9-15(10-7-13)30-22(23,24)25/h6-12,18,29H,1-5H3,(H2,26,27,31)

Standard InChI Key:  IAEWOVRVIMVIKI-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4642813

   ---

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: 453.53

Molecular Weight (Monoisotopic): 453.1698

AlogP: 5.26

#Rotatable Bonds: 3

Polar Surface Area: 56.76

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.69

CX Basic pKa: 2.40

CX LogP: 6.40

CX LogD: 6.40

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.55

Np Likeness Score: -0.64

References

1. Gnanasekaran KK, Pouland T, Bunce RA, Darrell Berlin K, Abuskhuna S, Bhandari D, Mashayekhi M, Zhou DH, Benbrook DM..  (2020)  Tetrahydroquinoline units in flexible heteroarotinoids (Flex-Hets) convey anti-cancer properties in A2780 ovarian cancer cells.,  28  (1): [PMID:31831296] [10.1016/j.bmc.2019.115244]

Source

Source(1):

• Scientific Literature