(-)-(S)-4-(7-Acrylamido-4-amino-6-methylene-7,8-dihydro-6Hpyrimido[5,4-b]pyrrolizin-5-yl)-N-(pyridin-2-yl)benzamide

ID: ALA4206284

PubChem CID: 145968683

Max Phase: Preclinical

Molecular Formula: C25H21N7O2

Molecular Weight: 451.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=CC(=O)N[C@@H]1Cn2c(c(-c3ccc(C(=O)Nc4ccccn4)cc3)c3c(N)ncnc32)C1=C

Standard InChI:  InChI=1S/C25H21N7O2/c1-3-19(33)30-17-12-32-22(14(17)2)20(21-23(26)28-13-29-24(21)32)15-7-9-16(10-8-15)25(34)31-18-6-4-5-11-27-18/h3-11,13,17H,1-2,12H2,(H,30,33)(H2,26,28,29)(H,27,31,34)/t17-/m1/s1

Standard InChI Key:  XPLNZIOOVCHYCY-QGZVFWFLSA-N

Molfile:  

     RDKit          2D

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    4.2843  -22.5942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.5593  -19.5437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9121  -18.0201    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8487  -16.2010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2626  -15.4963    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0315  -16.1949    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8593  -14.7856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2753  -14.0832    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    3.0547  -13.3664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6409  -14.0760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  8  5  1  1
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 31 32  2  0
 32 33  1  0
 33 34  2  0
 34 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4206284

   ---

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: 451.49

Molecular Weight (Monoisotopic): 451.1757

AlogP: 3.03

#Rotatable Bonds: 5

Polar Surface Area: 127.82

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.41

CX LogP: 2.65

CX LogD: 2.61

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.40

Np Likeness Score: -0.55

References

1. Xue Y, Song P, Song Z, Wang A, Tong L, Geng M, Ding J, Liu Q, Sun L, Xie H, Zhang A..  (2018)  Discovery of 4,7-Diamino-5-(4-phenoxyphenyl)-6-methylene-pyrimido[5,4- b]pyrrolizines as Novel Bruton's Tyrosine Kinase Inhibitors.,  61  (10): [PMID:29715023] [10.1021/acs.jmedchem.8b00441]

Source

Source(1):

• Scientific Literature