5-((R)-4-((R)-3-methylmorpholino)-5a,6,8,9-tetrahydro-5H-pyrimido[5',4':4,5]pyrrolo[2,1-c][1,4]oxazin-2-yl)thiazol-2-amine

ID: ALA4762174

PubChem CID: 162660791

Max Phase: Preclinical

Molecular Formula: C17H22N6O2S

Molecular Weight: 374.47

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@@H]1COCCN1c1nc(-c2cnc(N)s2)nc2c1C[C@@H]1COCCN21

Standard InChI:  InChI=1S/C17H22N6O2S/c1-10-8-24-4-2-22(10)15-12-6-11-9-25-5-3-23(11)16(12)21-14(20-15)13-7-19-17(18)26-13/h7,10-11H,2-6,8-9H2,1H3,(H2,18,19)/t10-,11-/m1/s1

Standard InChI Key:  DZIVLAHVAHIFES-GHMZBOCLSA-N

Molfile:  

 
     RDKit          2D

 27 31  0  0  0  0  0  0  0  0999 V2000
    9.8930   -8.0852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8930   -8.9024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5982   -9.3069    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.3035   -8.9024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3035   -8.0852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5982   -7.6725    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5978  -10.1233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5964  -11.7571    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.3064  -11.3441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3033  -10.5290    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.8881  -11.3477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8901  -10.5309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1139  -10.2766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1107  -11.5981    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6297  -10.9368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8210  -11.0221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4869  -11.7679    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9678  -12.4292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7829  -12.3449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0440  -10.3511    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.0106   -9.3121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0129  -11.7502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0993  -12.5575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8968  -12.7253    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.3029  -12.0188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7564  -11.4143    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   14.1141  -11.9355    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  6  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  7 12  2  0
 11  8  2  0
  8  9  1  0
  9 10  2  0
 10  7  1  0
  3  7  1  0
 11 12  1  0
 12 13  1  0
 13 15  1  0
 14 11  1  0
 14 15  1  0
 14 19  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 15 20  1  6
  4 21  1  1
  9 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 22  1  0
 25 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4762174

   ---

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: 374.47

Molecular Weight (Monoisotopic): 374.1525

AlogP: 1.17

#Rotatable Bonds: 2

Polar Surface Area: 89.63

Molecular Species: NEUTRAL

HBA: 9

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.44

CX LogP: 2.37

CX LogD: 2.36

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.84

Np Likeness Score: -0.76

References

1. Borsari, Chiara, Keles, Erhan, Treyer, Andrea, De Pascale, Martina, Hebeisen, Paul, Hamburger, Matthias, Wymann, Matthias P..  (2021)  Second-generation tricyclic pyrimido-pyrrolo-oxazine mTOR inhibitor with predicted blood-brain barrier permeability,  12  (4.0): [PMID:34041490] [10.1039/d0md00408a]

Source

Source(1):

• Scientific Literature