Naucleidinal dimethyl acetal

ID: ALA4559178

PubChem CID: 71504121

Max Phase: Preclinical

Molecular Formula: C22H26N2O4

Molecular Weight: 382.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COC(OC)[C@H]1[C@@H]2C[C@H]3c4[nH]c5ccccc5c4CCN3C(=O)C2=CO[C@@H]1C

Standard InChI:  InChI=1S/C22H26N2O4/c1-12-19(22(26-2)27-3)15-10-18-20-14(13-6-4-5-7-17(13)23-20)8-9-24(18)21(25)16(15)11-28-12/h4-7,11-12,15,18-19,22-23H,8-10H2,1-3H3/t12-,15-,18+,19-/m1/s1

Standard InChI Key:  PRDPORMIEUKBDK-LOWRVKSDSA-N

Molfile:  

 
     RDKit          2D

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    3.5150  -15.8361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5138  -16.6557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2219  -17.0646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2201  -15.4273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.9290  -16.6512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7076  -16.9039    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7072  -15.5794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1891  -16.2457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.3391  -15.4101    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9996  -16.1610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4776  -16.8267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.5879  -17.3300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9273  -16.5831    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4506  -15.9134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4326  -18.1507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8830  -17.4458    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0622  -17.9954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6192  -18.2288    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2801  -18.9723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9070  -18.8161    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5678  -19.5596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
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  9 10  2  0
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 14 11  1  0
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 15 13  1  6
 14 15  1  0
 14 17  1  0
 15 16  1  0
 16 19  1  0
 18 17  1  0
 18 19  1  0
 18 23  2  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 17  1  2  0
 20 24  1  1
 19 25  1  1
 21 26  1  6
 24 27  1  0
 27 28  1  0
 24 29  1  0
 29 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4559178

   (1S,18R,19S,20S)-19-(dimethoxymethyl)-18-methyl-17-oxa-3,13-diazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-2(10),4,6,8,15-pentaen-14-one

Molecule Features

Natural Product: Yes

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: 382.46

Molecular Weight (Monoisotopic): 382.1893

AlogP: 3.15

#Rotatable Bonds: 3

Polar Surface Area: 63.79

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.05

CX LogP: 2.13

CX LogD: 2.13

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.83

Np Likeness Score: 1.23

References

1. Kezetas Bankeu JJ, Kenou Kagho DU, Fotsing Fongang YS, Kouipou Toghueo RM, Mba'ning BM, Tchouya Feuya GR, Boyom Fekam F, Tchouankeu JC, Ngouela SA, Sewald N, Lenta BN, Ali MS..  (2019)  Constituents from Nauclea latifolia with Anti-Haemophilus influenzae Type b Inhibitory Activities.,  82  (9): [PMID:31429278] [10.1021/acs.jnatprod.9b00463]

Source

Source(1):

• Scientific Literature