5-Chloro-N4-(4-methoxyphenyl)-N4,2-dimethyl-N6-propylpyrimidine-4,6-diamine

ID: ALA5279905

Max Phase: Preclinical

Molecular Formula: C16H21ClN4O

Molecular Weight: 320.82

Associated Items:

This compound is not in our inventory system

Names and Identifiers

Canonical SMILES:  CCCNc1nc(C)nc(N(C)c2ccc(OC)cc2)c1Cl

Standard InChI:  InChI=1S/C16H21ClN4O/c1-5-10-18-15-14(17)16(20-11(2)19-15)21(3)12-6-8-13(22-4)9-7-12/h6-9H,5,10H2,1-4H3,(H,18,19,20)

Standard InChI Key:  WTEXGNGKKMZFAK-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    0.7146    0.2010    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.0039   -0.2177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7184    0.1895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4347   -0.2281    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4214   -1.0572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6990   -1.4645    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0099   -1.0427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7285   -1.4478    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7370   -2.2727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4556   -2.6779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4641   -3.5029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1304   -1.4791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7244    1.0145    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4431    1.4197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0129    1.4322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7093    1.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4184    1.4383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4172    2.2633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6948    2.6706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0215    2.2614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1304    2.6779    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1281    3.5029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  6  5  2  0
  2  7  2  0
  6  7  1  0
  7  8  1  0
  9  8  1  0
  9 10  1  0
 10 11  1  0
 12  5  1  0
  3 13  1  0
 14 13  1  0
 15 13  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 15 20  1  0
 21 18  1  0
 22 21  1  0
M  END

Alternative Forms

  1. Parent:

    ALA5279905

    ---

Associated Targets(Human)

MDA-MB-435 (38290 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SK-OV-3 (52876 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HeLa (62764 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

TUBB2B Tubulin (2175 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Topical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 320.82Molecular Weight (Monoisotopic): 320.1404AlogP: 4.04#Rotatable Bonds: 6
Polar Surface Area: 50.28Molecular Species: NEUTRALHBA: 5HBD: 1
#RO5 Violations: HBA (Lipinski): 5HBD (Lipinski): 1#RO5 Violations (Lipinski):
CX Acidic pKa: CX Basic pKa: 5.53CX LogP: 4.11CX LogD: 4.10
Aromatic Rings: 2Heavy Atoms: 22QED Weighted: 0.87Np Likeness Score: -1.36

References

1. Choudhary S, Kaku K, Robles AJ, Hamel E, Mooberry SL, Gangjee A..  (2023)  Simple monocyclic pyrimidine analogs as microtubule targeting agents binding to the colchicine site.,  82  [PMID:36889150] [10.1016/j.bmc.2023.117217]

Source