1-(3-((3aS,4R,8aS,8bR)-4-(5-(5-chlorothiophen-2-yl)isoxazol-3-yl)-1,3-dioxooctahydropyrrolo[3,4-a]pyrrolizin-2(3H)-yl)propyl)-1-(2-hydroxyethyl)pyrrolidin-1-ium

ID: ALA5266057

Max Phase: Preclinical

Molecular Formula: C25H32ClN4O4S+

Molecular Weight: 520.08

Names and Identifiers

Canonical SMILES:  O=C1[C@@H]2[C@H](C(=O)N1CCC[N+]1(CCO)CCCC1)[C@H](c1cc(-c3ccc(Cl)s3)on1)N1CCC[C@@H]21

Standard InChI:  InChI=1S/C25H32ClN4O4S/c26-20-7-6-19(35-20)18-15-16(27-34-18)23-22-21(17-5-3-8-28(17)23)24(32)29(25(22)33)9-4-12-30(13-14-31)10-1-2-11-30/h6-7,15,17,21-23,31H,1-5,8-14H2/q+1/t17-,21-,22-,23-/m0/s1

Standard InChI Key:  NGWQPUFWVMNLQW-ZMVGRULKSA-N

Molfile:  

 
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M  CHG  1  31   1
M  END

Alternative Forms

1. Parent:

   

   ALA5266057

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 520.08

Molecular Weight (Monoisotopic): 519.1827

AlogP: 3.17

#Rotatable Bonds: 8

Polar Surface Area: 86.88

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.97

CX Basic pKa: 7.89

CX LogP: -2.42

CX LogD: -3.04

Aromatic Rings: 2

Heavy Atoms: 35

QED Weighted: 0.43

Np Likeness Score: -0.62

References

1. Patel NR, Patel DV, Murumkar PR, Yadav MR..  (2016)  Contemporary developments in the discovery of selective factor Xa inhibitors: A review.,  121  [PMID:27322757] [10.1016/j.ejmech.2016.05.039]

Source

Source(1):

• Scientific Literature