(S)-2-(3-{4-[4-(Adamantane-1-carbonyl)-piperazin-1-yl]-phenyl}-[1,2,4]oxadiazol-5-yl)-pyrrolidine-1-carboxamidine hydrochloride

ID: ALA3627785

Chembl Id: CHEMBL3627785

PubChem CID: 122192911

Max Phase: Preclinical

Molecular Formula: C28H38ClN7O2

Molecular Weight: 503.65

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cl.N=C(N)N1CCC[C@H]1c1nc(-c2ccc(N3CCN(C(=O)C45CC6CC(CC(C6)C4)C5)CC3)cc2)no1

Standard InChI:  InChI=1S/C28H37N7O2.ClH/c29-27(30)35-7-1-2-23(35)25-31-24(32-37-25)21-3-5-22(6-4-21)33-8-10-34(11-9-33)26(36)28-15-18-12-19(16-28)14-20(13-18)17-28;/h3-6,18-20,23H,1-2,7-17H2,(H3,29,30);1H/t18?,19?,20?,23-,28?;/m0./s1

Standard InChI Key:  IZTFASSGUMWAKO-YCDUYWSYSA-N

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: 503.65

Molecular Weight (Monoisotopic): 503.3009

AlogP: 3.63

#Rotatable Bonds: 4

Polar Surface Area: 115.58

Molecular Species: BASE

HBA: 6

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 11.30

CX LogP: 4.26

CX LogD: 1.79

Aromatic Rings: 2

Heavy Atoms: 37

QED Weighted: 0.48

Np Likeness Score: -1.33

References

1. Congdon MD, Childress ES, Patwardhan NN, Gumkowski J, Morris EA, Kharel Y, Lynch KR, Santos WL..  (2015)  Structure-activity relationship studies of the lipophilic tail region of sphingosine kinase 2 inhibitors.,  25  (21): [PMID:25862200] [10.1016/j.bmcl.2015.03.041]

Source

Source(1):

• Scientific Literature