(18aS)-2-Fluoro-13-[(1r,3S)-3-hydroxycyciobuty1]-11-methyl-8,9,10,11,19,20,21,22-octahydro-18aH,24H-18,15-(metheno)pyrido[2,1-l]pyrimido[6,1-h][1,4,7,9,10,13]benzoxapentaazacyclohexadecine-7,24(6H)-dione

ID: ALA4746199

PubChem CID: 162653069

Max Phase: Preclinical

Molecular Formula: C27H31FN6O4

Molecular Weight: 522.58

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN1CCNC(=O)COc2ccc(F)cc2C(=O)N2CCCC[C@H]2c2cc3nc([C@H]4C[C@H](O)C4)cc1n3n2

Standard InChI:  InChI=1S/C27H31FN6O4/c1-32-9-7-29-25(36)15-38-23-6-5-17(28)12-19(23)27(37)33-8-3-2-4-22(33)21-13-24-30-20(16-10-18(35)11-16)14-26(32)34(24)31-21/h5-6,12-14,16,18,22,35H,2-4,7-11,15H2,1H3,(H,29,36)/t16-,18-,22-/m0/s1

Standard InChI Key:  PGDBMHWJGSNAOS-ZJBJCVSYSA-N

Molfile:  

 
     RDKit          2D

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   29.4097  -10.6606    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   30.6593   -9.6459    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.6988   -8.9306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1041   -8.2219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   30.6521   -8.2374    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.8114   -8.4033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2711   -8.9343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9213   -8.2186    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   31.0698  -11.7626    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   30.0132   -8.6507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4991   -7.3018    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.5856  -12.8781    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  6 22  1  0
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  1 33  1  0
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 28 35  1  0
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 20 39  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA4746199

   ---

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: 522.58

Molecular Weight (Monoisotopic): 522.2391

AlogP: 2.42

#Rotatable Bonds: 1

Polar Surface Area: 112.30

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.28

CX Basic pKa: 2.09

CX LogP: 1.69

CX LogD: 1.69

Aromatic Rings: 3

Heavy Atoms: 38

QED Weighted: 0.50

Np Likeness Score: -0.60

References

1. Yamaguchi-Sasaki T,Kawaguchi T,Okada A,Tokura S,Tanaka-Yamamoto N,Takeuchi T,Ogata Y,Takahashi R,Kurimoto-Tsuruta R,Tamaoki T,Sugaya Y,Abe-Kumasaka T,Arikawa K,Yoshida I,Sugiyama H,Kanuma K,Yoshinaga M.  (2020)  Discovery of a potent dual inhibitor of wild-type and mutant respiratory syncytial virus fusion proteins through the modulation of atropisomer interconversion properties.,  28  (24): [PMID:33190073] [10.1016/j.bmc.2020.115818]

Source

Source(1):

• Scientific Literature