(S)-5-(4-Morpholino-5a,6,8,9-tetrahydro-5H-pyrimido-[5',4':4,5]pyrrolo[2,1-c][1,4]oxazin-2-yl)-4-(trifluoromethyl)-pyridin-2-amine

ID: ALA4548051

PubChem CID: 118000139

Max Phase: Preclinical

Molecular Formula: C19H21F3N6O2

Molecular Weight: 422.41

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1cc(C(F)(F)F)c(-c2nc(N3CCOCC3)c3c(n2)N2CCOC[C@@H]2C3)cn1

Standard InChI:  InChI=1S/C19H21F3N6O2/c20-19(21,22)14-8-15(23)24-9-13(14)16-25-17(27-1-4-29-5-2-27)12-7-11-10-30-6-3-28(11)18(12)26-16/h8-9,11H,1-7,10H2,(H2,23,24)/t11-/m0/s1

Standard InChI Key:  VEUJAZRDHNBJQE-NSHDSACASA-N

Molfile:  

 
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   29.0331  -13.4987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7408  -13.0889    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA4548051

   (S)-5-(4-morpholino-5a,6,8,9-tetrahydro-5H-pyrimido[5',4':4,5]pyrrolo[2,1-c][1,4]oxazin-2-yl)-4-(trifluoromethyl)pyridin-2-amine

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 422.41

Molecular Weight (Monoisotopic): 422.1678

AlogP: 1.74

#Rotatable Bonds: 2

Polar Surface Area: 89.63

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.06

CX LogP: 3.05

CX LogD: 3.03

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.78

Np Likeness Score: -0.71

References

1. Borsari C, Rageot D, Dall'Asen A, Bohnacker T, Melone A, Sele AM, Jackson E, Langlois JB, Beaufils F, Hebeisen P, Fabbro D, Hillmann P, Wymann MP..  (2019)  A Conformational Restriction Strategy for the Identification of a Highly Selective Pyrimido-pyrrolo-oxazine mTOR Inhibitor.,  62  (18): [PMID:31465220] [10.1021/acs.jmedchem.9b00972]

Source

Source(1):

• Scientific Literature