N4-(6-methoxy-5-(4-methoxyphenylthio)quinolin-8-yl)pentane-1,4-diamine citrate

ID: ALA3245219

PubChem CID: 12409387

Max Phase: Preclinical

Molecular Formula: C28H35N3O9S

Molecular Weight: 397.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(Sc2c(OC)cc(NC(C)CCCN)c3ncccc23)cc1.O=C(O)CC(O)(CC(=O)O)C(=O)O

Standard InChI:  InChI=1S/C22H27N3O2S.C6H8O7/c1-15(6-4-12-23)25-19-14-20(27-3)22(18-7-5-13-24-21(18)19)28-17-10-8-16(26-2)9-11-17;7-3(8)1-6(13,5(11)12)2-4(9)10/h5,7-11,13-15,25H,4,6,12,23H2,1-3H3;13H,1-2H2,(H,7,8)(H,9,10)(H,11,12)

Standard InChI Key:  JDQIZIHTAJGKLJ-UHFFFAOYSA-N

Molfile:  

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    8.5095  -11.1703    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

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: 397.54

Molecular Weight (Monoisotopic): 397.1824

AlogP: 4.94

#Rotatable Bonds: 9

Polar Surface Area: 69.40

Molecular Species: BASE

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 10.20

CX LogP: 3.67

CX LogD: 1.07

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.53

Np Likeness Score: -0.52

References

1. Tanabe K, Chen EH, Verma BL, Saggiomo AJ, Nodiff EA..  (1978)  Modifications of primiaquine as antimalarials. 2. 5-Phenylthio and 5-anilino derivatives of primaquine.,  21  (1): [PMID:412967] [10.1021/jm00199a028]

Source

Source(1):

• Scientific Literature