3-((3-((2,6-dioxo-1,2,3,6-tetrahydropyrimidin-4-yl)methylamino)propoxyimino)methyl)benzoic acid

ID: ALA1213370

Chembl Id: CHEMBL1213370

PubChem CID: 25210526

Max Phase: Preclinical

Molecular Formula: C16H18N4O5

Molecular Weight: 346.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)c1cccc(/C=N/OCCCNCc2cc(=O)[nH]c(=O)[nH]2)c1

Standard InChI:  InChI=1S/C16H18N4O5/c21-14-8-13(19-16(24)20-14)10-17-5-2-6-25-18-9-11-3-1-4-12(7-11)15(22)23/h1,3-4,7-9,17H,2,5-6,10H2,(H,22,23)(H2,19,20,21,24)/b18-9+

Standard InChI Key:  DNNMFLCWPRQYIC-GIJQJNRQSA-N

Alternative Forms

1. Parent:

   

   ALA1213370

   3-{(E)-[(3-{[(2,6-dioxo-1,2,3,6-tetrahydropyrimidin-4-yl)methyl]amino}propoxy)imino]methyl}benzoic acid

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: 346.34

Molecular Weight (Monoisotopic): 346.1277

AlogP: 0.29

#Rotatable Bonds: 9

Polar Surface Area: 136.64

Molecular Species: ZWITTERION

HBA: 6

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.03

CX Basic pKa: 9.15

CX LogP: -2.23

CX LogD: -2.26

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.29

Np Likeness Score: -0.81

References

1. Chung S, Parker JB, Bianchet M, Amzel LM, Stivers JT..  (2009)  Impact of linker strain and flexibility in the design of a fragment-based inhibitor.,  5  (6): [PMID:19396178] [10.1038/nchembio.163]

Source

Source(1):

• Scientific Literature