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

ID: ALA4648147

Chembl Id: CHEMBL4648147

PubChem CID: 146403652

Max Phase: Preclinical

Molecular Formula: C21H26N4O3S

Molecular Weight: 414.53

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN1c2ccc(NC(=S)Nc3ccc([N+](=O)[O-])cc3)cc2C(C)(C)C(O)C1(C)C

Standard InChI:  InChI=1S/C21H26N4O3S/c1-20(2)16-12-14(8-11-17(16)24(5)21(3,4)18(20)26)23-19(29)22-13-6-9-15(10-7-13)25(27)28/h6-12,18,26H,1-5H3,(H2,22,23,29)

Standard InChI Key:  JELUUMCTXREGIT-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4648147

   ---

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: 414.53

Molecular Weight (Monoisotopic): 414.1726

AlogP: 4.27

#Rotatable Bonds: 3

Polar Surface Area: 90.67

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.63

CX Basic pKa: 2.40

CX LogP: 4.91

CX LogD: 4.91

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.39

Np Likeness Score: -0.74

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