3-(7-Carbamimidoyl-naphthalen-2-yl)-2-{4-[1-(1-imino-ethyl)-piperidin-4-yloxy]-phenyl}-propionic acid

ID: ALA1160895

PubChem CID: 3496895

Max Phase: Preclinical

Molecular Formula: C27H30N4O3

Molecular Weight: 458.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=N)N1CCC(Oc2ccc(C(Cc3ccc4ccc(C(=N)N)cc4c3)C(=O)O)cc2)CC1

Standard InChI:  InChI=1S/C27H30N4O3/c1-17(28)31-12-10-24(11-13-31)34-23-8-6-20(7-9-23)25(27(32)33)15-18-2-3-19-4-5-21(26(29)30)16-22(19)14-18/h2-9,14,16,24-25,28H,10-13,15H2,1H3,(H3,29,30)(H,32,33)

Standard InChI Key:  FZLDAJVXFYWRCX-UHFFFAOYSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA1160895

   3-(7-Carbamimidoylnaphthalen-2-yl)-2-[4-(1-ethanimidoylpiperidin-4-yl)oxyphenyl]propanoic 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: 458.56

Molecular Weight (Monoisotopic): 458.2318

AlogP: 4.38

#Rotatable Bonds: 7

Polar Surface Area: 123.49

Molecular Species: ZWITTERION

HBA: 4

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.71

CX Basic pKa: 12.45

CX LogP: 1.07

CX LogD: -1.15

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.31

Np Likeness Score: 0.04

References

1. Mason JS, Morize I, Menard PR, Cheney DL, Hulme C, Labaudiniere RF..  (1999)  New 4-point pharmacophore method for molecular similarity and diversity applications: overview of the method and applications, including a novel approach to the design of combinatorial libraries containing privileged substructures.,  42  (17): [PMID:10464012] [10.1021/jm9806998]

Source

Source(1):

• Scientific Literature