NPASS drugs

Drug Information

Drug ID:	NPD3226
Drug Name:	Diacerein
Molecular Formula:	C19H12O8
Canonical SMILES:	CC(=O)Oc1cc(cc2c1C(=O)c1c(C2=O)cccc1OC(=O)C)C(=O)O
Standard InCHI:	InChI=1S/C19H12O8/c1-8(20)26-13-5-3-4-11-15(13)18(23)16-12(17(11)22)6-10(19(24)25)7-14(16)27-9(2)21/h3-7H,1-2H3,(H,24,25)
Standard InCHIKey:	TYNLGDBUJLVSMA-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD3226

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	296
0.1-0.2	1289
0.2-0.3	2264
0.3-0.4	5281
0.4-0.5	7805
0.5-0.6	2950
0.6-0.7	4925
0.7-0.8	5458
0.8-0.85	547
0.85-0.9	73
0.9-0.95	2
0.95-1	0

Similar Natural Products

High Similarity Level: Tc>=0.85; Intermediate Similarity Level: 0.7 <= Tc < 0.85; Remote Similarity Level: 0.65 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
High Similarity	0.906	NPC70764
High Similarity	0.9028	NPC1268
High Similarity	0.8904	NPC124365
High Similarity	0.8897	NPC26924
High Similarity	0.8896	NPC263483
High Similarity	0.8874	NPC473466
High Similarity	0.8836	NPC315578
High Similarity	0.8831	NPC146211
High Similarity	0.8824	NPC214632
High Similarity	0.8819	NPC141934
High Similarity	0.8816	NPC39819
High Similarity	0.8811	NPC1249
High Similarity	0.8811	NPC288089
High Similarity	0.875	NPC474660
High Similarity	0.8733	NPC300540
High Similarity	0.8701	NPC477691
High Similarity	0.8693	NPC133856
High Similarity	0.8688	NPC234331
High Similarity	0.8679	NPC178281
High Similarity	0.8675	NPC119767
High Similarity	0.8658	NPC66593
High Similarity	0.8658	NPC53016
High Similarity	0.8636	NPC154683
High Similarity	0.8636	NPC477690
High Similarity	0.8636	NPC281272
High Similarity	0.8636	NPC40356
High Similarity	0.8634	NPC99613
High Similarity	0.8634	NPC49487
High Similarity	0.8627	NPC295036
High Similarity	0.8627	NPC470107
High Similarity	0.8625	NPC29160
High Similarity	0.8621	NPC298900
High Similarity	0.8618	NPC105415
High Similarity	0.8609	NPC147250
High Similarity	0.8608	NPC24761
High Similarity	0.86	NPC274085
High Similarity	0.86	NPC89664
High Similarity	0.8591	NPC69755
High Similarity	0.8581	NPC208806
High Similarity	0.8571	NPC76647
High Similarity	0.8562	NPC233267
High Similarity	0.8562	NPC226578
High Similarity	0.8562	NPC291049
High Similarity	0.8562	NPC6923
High Similarity	0.8553	NPC478018
High Similarity	0.8553	NPC71055
High Similarity	0.8553	NPC56433
High Similarity	0.8553	NPC118027
High Similarity	0.8553	NPC146837
High Similarity	0.8553	NPC312929
High Similarity	0.8553	NPC212099
High Similarity	0.8553	NPC245584
High Similarity	0.8553	NPC101116
High Similarity	0.8553	NPC126767
High Similarity	0.8553	NPC190648
High Similarity	0.8553	NPC278329
High Similarity	0.8553	NPC289042
High Similarity	0.8544	NPC143050
High Similarity	0.8535	NPC201127
High Similarity	0.8533	NPC476473
High Similarity	0.8528	NPC158226
High Similarity	0.8526	NPC149618
High Similarity	0.8526	NPC89625
High Similarity	0.8519	NPC165979
High Similarity	0.8519	NPC163130
High Similarity	0.8516	NPC273483
High Similarity	0.8516	NPC217447
High Similarity	0.8514	NPC473988
High Similarity	0.8509	NPC30027
High Similarity	0.8506	NPC315520
High Similarity	0.8506	NPC147735
High Similarity	0.8506	NPC255641
High Similarity	0.8506	NPC294646
High Similarity	0.8506	NPC290954
High Similarity	0.8506	NPC60413
Intermediate Similarity	0.8497	NPC172329
Intermediate Similarity	0.8497	NPC2569
Intermediate Similarity	0.8487	NPC211565
Intermediate Similarity	0.8487	NPC60389
Intermediate Similarity	0.8483	NPC287533
Intermediate Similarity	0.8483	NPC115458
Intermediate Similarity	0.8471	NPC474360
Intermediate Similarity	0.8471	NPC472453
Intermediate Similarity	0.8467	NPC474300
Intermediate Similarity	0.8462	NPC57552
Intermediate Similarity	0.8462	NPC290927
Intermediate Similarity	0.8452	NPC473201
Intermediate Similarity	0.8452	NPC258249
Intermediate Similarity	0.8452	NPC302783
Intermediate Similarity	0.8446	NPC4214
Intermediate Similarity	0.8442	NPC10027
Intermediate Similarity	0.8442	NPC65775
Intermediate Similarity	0.8438	NPC108767
Intermediate Similarity	0.8435	NPC272268
Intermediate Similarity	0.8431	NPC252208
Intermediate Similarity	0.8431	NPC12305
Intermediate Similarity	0.8428	NPC476506
Intermediate Similarity	0.8428	NPC243701
Intermediate Similarity	0.8418	NPC67197
Intermediate Similarity	0.8408	NPC3898
Intermediate Similarity	0.8408	NPC66029
Intermediate Similarity	0.8408	NPC66508
Intermediate Similarity	0.8408	NPC226656
Intermediate Similarity	0.8397	NPC175978
Intermediate Similarity	0.8392	NPC282923
Intermediate Similarity	0.8387	NPC307780
Intermediate Similarity	0.8387	NPC158866
Intermediate Similarity	0.8387	NPC227122
Intermediate Similarity	0.8387	NPC470568
Intermediate Similarity	0.8387	NPC202595
Intermediate Similarity	0.8387	NPC309979
Intermediate Similarity	0.8387	NPC205766
Intermediate Similarity	0.8378	NPC471542
Intermediate Similarity	0.8377	NPC256672
Intermediate Similarity	0.8377	NPC27221
Intermediate Similarity	0.8377	NPC37139
Intermediate Similarity	0.8377	NPC7025
Intermediate Similarity	0.8377	NPC5537
Intermediate Similarity	0.8366	NPC163846
Intermediate Similarity	0.8366	NPC473927
Intermediate Similarity	0.8366	NPC225173
Intermediate Similarity	0.8365	NPC324736
Intermediate Similarity	0.8365	NPC477692
Intermediate Similarity	0.8364	NPC472054
Intermediate Similarity	0.8355	NPC260152
Intermediate Similarity	0.8355	NPC471305
Intermediate Similarity	0.8355	NPC19896
Intermediate Similarity	0.8354	NPC109827
Intermediate Similarity	0.8354	NPC124470
Intermediate Similarity	0.8345	NPC205992
Intermediate Similarity	0.8344	NPC24075
Intermediate Similarity	0.8344	NPC105648
Intermediate Similarity	0.8344	NPC329844
Intermediate Similarity	0.8344	NPC135522
Intermediate Similarity	0.8333	NPC478148
Intermediate Similarity	0.8333	NPC149526
Intermediate Similarity	0.8333	NPC474417
Intermediate Similarity	0.8333	NPC470569
Intermediate Similarity	0.8323	NPC100985
Intermediate Similarity	0.8323	NPC65589
Intermediate Similarity	0.8323	NPC97029
Intermediate Similarity	0.8323	NPC288036
Intermediate Similarity	0.8323	NPC158338
Intermediate Similarity	0.8323	NPC97028
Intermediate Similarity	0.8323	NPC207467
Intermediate Similarity	0.8322	NPC61590
Intermediate Similarity	0.8322	NPC13715
Intermediate Similarity	0.8313	NPC47623
Intermediate Similarity	0.8313	NPC470667
Intermediate Similarity	0.8313	NPC186800
Intermediate Similarity	0.8313	NPC284495
Intermediate Similarity	0.8313	NPC68381
Intermediate Similarity	0.8312	NPC22005
Intermediate Similarity	0.8312	NPC125801
Intermediate Similarity	0.8312	NPC123202
Intermediate Similarity	0.8312	NPC7943
Intermediate Similarity	0.8303	NPC478002
Intermediate Similarity	0.8303	NPC473113
Intermediate Similarity	0.8302	NPC246647
Intermediate Similarity	0.8302	NPC296044
Intermediate Similarity	0.8302	NPC212967
Intermediate Similarity	0.8302	NPC96342
Intermediate Similarity	0.8302	NPC44199
Intermediate Similarity	0.8302	NPC167098
Intermediate Similarity	0.8302	NPC164110
Intermediate Similarity	0.8302	NPC317580
Intermediate Similarity	0.8301	NPC134621
Intermediate Similarity	0.8301	NPC32470
Intermediate Similarity	0.8301	NPC49282
Intermediate Similarity	0.8301	NPC131766
Intermediate Similarity	0.8301	NPC29577
Intermediate Similarity	0.8301	NPC478019
Intermediate Similarity	0.8291	NPC318270
Intermediate Similarity	0.8289	NPC1534
Intermediate Similarity	0.8289	NPC472840
Intermediate Similarity	0.8289	NPC167663
Intermediate Similarity	0.8288	NPC70622
Intermediate Similarity	0.8282	NPC477835
Intermediate Similarity	0.828	NPC271681
Intermediate Similarity	0.828	NPC473967
Intermediate Similarity	0.8278	NPC220106
Intermediate Similarity	0.8278	NPC290550
Intermediate Similarity	0.8274	NPC473785
Intermediate Similarity	0.8272	NPC477689
Intermediate Similarity	0.8272	NPC474350
Intermediate Similarity	0.8269	NPC144010
Intermediate Similarity	0.8269	NPC150928
Intermediate Similarity	0.8269	NPC119929
Intermediate Similarity	0.8269	NPC325983
Intermediate Similarity	0.8267	NPC306835
Intermediate Similarity	0.8267	NPC299405
Intermediate Similarity	0.8267	NPC476477
Intermediate Similarity	0.8267	NPC111422
Intermediate Similarity	0.8267	NPC256463
Intermediate Similarity	0.8267	NPC216312
Intermediate Similarity	0.8267	NPC471602
Intermediate Similarity	0.8267	NPC295339
Intermediate Similarity	0.8267	NPC29771
Intermediate Similarity	0.8258	NPC186397
Intermediate Similarity	0.8258	NPC37135

Drug Structure

NPD3226 OpenBabel08211703112D 28 30 0 0 0 0 0 0 0 0999 V2000 -3.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 8 1 0 0 0 0 2 9 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 11 1 0 0 0 0 5 13 2 0 0 0 0 6 10 2 0 0 0 0 6 12 1 0 0 0 0 7 10 1 0 0 0 0 7 14 2 0 0 0 0 8 20 2 0 0 0 0 8 26 1 0 0 0 0 9 21 2 0 0 0 0 9 27 1 0 0 0 0 10 19 1 0 0 0 0 11 15 2 0 0 0 0 11 17 1 0 0 0 0 12 16 2 0 0 0 0 12 17 1 0 0 0 0 13 15 1 0 0 0 0 13 26 1 0 0 0 0 14 16 1 0 0 0 0 14 27 1 0 0 0 0 15 18 1 0 0 0 0 16 18 1 0 0 0 0 17 22 2 0 0 0 0 18 23 2 0 0 0 0 19 24 2 0 0 0 0 19 25 1 0 0 0 0 25 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC000544
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	26248
ChEBI
CAS Number

Drug Properties

Molecular Weight	368.05
ALogP	-0.9298
MLogP	2.67
XLogP	2.021
HDA	6
HBD	1
Rotatable Bonds	8
TPSA	124.04
RO5 Violation	0