(R)-2'-Amino-6-(5-chloropyridin-3-yl)-1',2,2-trimethylspiro-[chroman-4,4'-imidazol]-5'(1'H)-one

ID: ALA2349467

Chembl Id: CHEMBL2349467

PubChem CID: 67236442

Max Phase: Preclinical

Molecular Formula: C19H19ClN4O2

Molecular Weight: 370.84

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1C(=O)[C@]2(CC(C)(C)Oc3ccc(-c4cncc(Cl)c4)cc32)N=C1N

Standard InChI:  InChI=1S/C19H19ClN4O2/c1-18(2)10-19(16(25)24(3)17(21)23-19)14-7-11(4-5-15(14)26-18)12-6-13(20)9-22-8-12/h4-9H,10H2,1-3H3,(H2,21,23)/t19-/m1/s1

Standard InChI Key:  PKQGPMLILUJFKM-LJQANCHMSA-N

Alternative Forms

1. Parent:

   

   ALA2349467

   (4R)-2'-amino-6-(5-chloropyridin-3-yl)-2,2,3'-trimethylspiro[3H-chromene-4,5'-imidazole]-4'-one

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: 370.84

Molecular Weight (Monoisotopic): 370.1197

AlogP: 2.95

#Rotatable Bonds: 1

Polar Surface Area: 80.81

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.17

CX LogP: 2.32

CX LogD: 2.31

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.84

Np Likeness Score: -0.15

References

1. Hunt KW, Cook AW, Watts RJ, Clark CT, Vigers G, Smith D, Metcalf AT, Gunawardana IW, Burkard M, Cox AA, Geck Do MK, Dutcher D, Thomas AA, Rana S, Kallan NC, DeLisle RK, Rizzi JP, Regal K, Sammond D, Groneberg R, Siu M, Purkey H, Lyssikatos JP, Marlow A, Liu X, Tang TP..  (2013)  Spirocyclic β-site amyloid precursor protein cleaving enzyme 1 (BACE1) inhibitors: from hit to lowering of cerebrospinal fluid (CSF) amyloid β in a higher species.,  56  (8): [PMID:23537249] [10.1021/jm4002154]

Source

Source(1):

• Scientific Literature