7-Methoxy-naphthalene-2-sulfonic acid [(S)-1-(1,6-diamino-isoquinolin-7-ylmethyl)-2-oxo-pyrrolidin-3-yl]-amide

ID: ALA86026

PubChem CID: 9938715

Max Phase: Preclinical

Molecular Formula: C25H25N5O4S

Molecular Weight: 491.57

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc2ccc(S(=O)(=O)N[C@H]3CCN(Cc4cc5c(N)nccc5cc4N)C3=O)cc2c1

Standard InChI:  InChI=1S/C25H25N5O4S/c1-34-19-4-2-15-3-5-20(11-17(15)10-19)35(32,33)29-23-7-9-30(25(23)31)14-18-12-21-16(13-22(18)26)6-8-28-24(21)27/h2-6,8,10-13,23,29H,7,9,14,26H2,1H3,(H2,27,28)/t23-/m0/s1

Standard InChI Key:  NKKBRPCGZZKXSN-QHCPKHFHSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA86026

   7-Methoxy-naphthalene-2-sulfonic acid [(S)-1-(1,6-diamino-isoquinolin-7-ylmethyl)-2-oxo-pyrrolidin-3-yl]-amide

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: 491.57

Molecular Weight (Monoisotopic): 491.1627

AlogP: 2.64

#Rotatable Bonds: 6

Polar Surface Area: 140.64

Molecular Species: BASE

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.10

CX Basic pKa: 9.18

CX LogP: 0.98

CX LogD: -0.05

Aromatic Rings: 4

Heavy Atoms: 35

QED Weighted: 0.35

Np Likeness Score: -0.70

References

1. Choi-Sledeski YM, Becker MR, Green DM, Davis R, Ewing WR, Mason HJ, Ly C, Spada A, Liang G, Cheney D, Barton J, Chu V, Brown K, Colussi D, Bentley R, Leadley R, Dunwiddie C, Pauls HW..  (1999)  Aminoisoquinolines: design and synthesis of an orally active benzamidine isostere for the inhibition of factor XA.,  9  (17): [PMID:10498204] [10.1016/s0960-894x(99)00421-7]

Source

Source(1):

• Scientific Literature