SID17389087

ID: ALA140

Chembl Id: CHEMBL140

Cas Number: 458-37-7

PubChem CID: 969516

Product Number: C400222

Max Phase: Preclinical

Molecular Formula: C21H20O6

Molecular Weight: 368.39

Molecule Type: Small molecule

Names and Identifiers

Synonyms from Alternative Forms(1): [13C]-Curcumin

Canonical SMILES:  COc1cc(/C=C/C(=O)CC(=O)/C=C/c2ccc(O)c(OC)c2)ccc1O

Standard InChI:  InChI=1S/C21H20O6/c1-26-20-11-14(5-9-18(20)24)3-7-16(22)13-17(23)8-4-15-6-10-19(25)21(12-15)27-2/h3-12,24-25H,13H2,1-2H3/b7-3+,8-4+

Standard InChI Key:  VFLDPWHFBUODDF-FCXRPNKRSA-N

Alternative Forms

1. Parent:

   

   ALA140

   Curcumin

2. Alternative Forms:

   

   ALA140

   [13C]-Curcumin

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: 368.39

Molecular Weight (Monoisotopic): 368.1260

AlogP: 3.37

#Rotatable Bonds: 8

Polar Surface Area: 93.06

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.08

CX Basic pKa: ┄

CX LogP: 4.12

CX LogD: 4.12

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.55

Np Likeness Score: 0.72

References

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117. Parveen I, Ahmed N, Idrees D, Khan P, Hassan MI..  (2017)  Synthesis, estrogen receptor binding affinity and molecular docking of pyrimidine-piperazine-chromene and -quinoline conjugates.,  27  (18): [PMID:28797797] [10.1016/j.bmcl.2017.07.077]

118. Xia CL, Wang N, Guo QL, Liu ZQ, Wu JQ, Huang SL, Ou TM, Tan JH, Wang HG, Li D, Huang ZS..  (2017)  Design, synthesis and evaluation of 2-arylethenyl-N-methylquinolinium derivatives as effective multifunctional agents for Alzheimer's disease treatment.,  130  [PMID:28242549] [10.1016/j.ejmech.2017.02.042]

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135. Bala V, Chhonker YS..  (2018)  Recent developments in anti-Trichomonas research: An update review.,  143  [PMID:29175675] [10.1016/j.ejmech.2017.11.029]

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151. Estrela JM, Mena S, Obrador E, Benlloch M, Castellano G, Salvador R, Dellinger RW..  (2017)  Polyphenolic Phytochemicals in Cancer Prevention and Therapy: Bioavailability versus Bioefficacy.,  60  (23): [PMID:28654265] [10.1021/acs.jmedchem.6b01026]

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155. Zhang X, Guo S, Chen C, Perez GR, Zhang C, Patanapongpibul M, Subrahmanyam N, Wang R, Keith J, Chen G, Dong Y, Zhang Q, Zhong Q, Zheng S, Wang G, Chen QH..  (2017)  Asymmetric 1,5-diarylpenta-1,4-dien-3-ones: Antiproliferative activity in prostate epithelial cell models and pharmacokinetic studies.,  137  [PMID:28601720] [10.1016/j.ejmech.2017.05.062]

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159. Ma F, Du H..  (2017)  Novel deoxyvasicinone derivatives as potent multitarget-directed ligands for the treatment of Alzheimer's disease: Design, synthesis, and biological evaluation.,  140  [PMID:28923380] [10.1016/j.ejmech.2017.09.008]

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162. Zhang Y, Liu Z, Wu J, Bai B, Chen H, Xiao Z, Chen L, Zhao Y, Lum H, Wang Y, Zhang H, Liang G..  (2018)  New MD2 inhibitors derived from curcumin with improved anti-inflammatory activity.,  148  [PMID:29466778] [10.1016/j.ejmech.2018.02.008]

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Source

Source(6):

• Scientific Literature
• PubChem BioAssays
• BindingDB Database
• CO-ADD antimicrobial screening data
• SARS-CoV-2 Screening Data 2020-21
• EU-OPENSCREEN dataset