NPASS drugs

Drug Information

Drug ID:	NPD4869
Drug Name:
Molecular Formula:	C22H18O4
Canonical SMILES:	O[C@H]1C=Cc2c([C@@H]1O)ccc1c2cc2[C@H](O)[C@@H](O)c3c(c2c1)cccc3
Standard InCHI:	InChI=1S/C22H18O4/c23-19-8-7-13-15(20(19)24)6-5-11-9-17-12-3-1-2-4-14(12)21(25)22(26)18(17)10-16(11)13/h1-10,19-26H/t19-,20-,21-,22-/m0/s1
Standard InCHIKey:	YQINXCSNGCDFCQ-CMOCDZPBSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4869

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	205
0.1-0.2	982
0.2-0.3	1846
0.3-0.4	5533
0.4-0.5	8200
0.5-0.6	10077
0.6-0.7	3697
0.7-0.8	336
0.8-0.85	10
0.85-0.9	4
0.9-0.95	0
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	0.8545	NPC27252
High Similarity	0.8545	NPC472980
High Similarity	0.8545	NPC472979
High Similarity	0.8532	NPC243601
Intermediate Similarity	0.8468	NPC472982
Intermediate Similarity	0.8468	NPC149455
Intermediate Similarity	0.8468	NPC64642
Intermediate Similarity	0.8246	NPC111108
Intermediate Similarity	0.819	NPC128645
Intermediate Similarity	0.8182	NPC19856
Intermediate Similarity	0.8182	NPC71094
Intermediate Similarity	0.8136	NPC299180
Intermediate Similarity	0.8051	NPC472862
Intermediate Similarity	0.8	NPC44732
Intermediate Similarity	0.7949	NPC322239
Intermediate Similarity	0.7949	NPC321589
Intermediate Similarity	0.7931	NPC308689
Intermediate Similarity	0.792	NPC35341
Intermediate Similarity	0.792	NPC283508
Intermediate Similarity	0.7905	NPC199567
Intermediate Similarity	0.7899	NPC469663
Intermediate Similarity	0.7899	NPC92
Intermediate Similarity	0.789	NPC324602
Intermediate Similarity	0.7863	NPC46940
Intermediate Similarity	0.7845	NPC133308
Intermediate Similarity	0.7833	NPC477136
Intermediate Similarity	0.7797	NPC715
Intermediate Similarity	0.7778	NPC95716
Intermediate Similarity	0.7778	NPC471188
Intermediate Similarity	0.7759	NPC314187
Intermediate Similarity	0.775	NPC212891
Intermediate Similarity	0.775	NPC308311
Intermediate Similarity	0.775	NPC261973
Intermediate Similarity	0.775	NPC219112
Intermediate Similarity	0.775	NPC38893
Intermediate Similarity	0.775	NPC477137
Intermediate Similarity	0.7731	NPC12656
Intermediate Similarity	0.7731	NPC473137
Intermediate Similarity	0.7705	NPC176893
Intermediate Similarity	0.7679	NPC469481
Intermediate Similarity	0.7674	NPC472369
Intermediate Similarity	0.7672	NPC262365
Intermediate Similarity	0.7667	NPC147179
Intermediate Similarity	0.7667	NPC35797
Intermediate Similarity	0.7667	NPC192948
Intermediate Similarity	0.7661	NPC369
Intermediate Similarity	0.7661	NPC293831
Intermediate Similarity	0.7642	NPC234337
Intermediate Similarity	0.7642	NPC133389
Intermediate Similarity	0.7642	NPC183339
Intermediate Similarity	0.7632	NPC315794
Intermediate Similarity	0.7632	NPC56168
Intermediate Similarity	0.7623	NPC471671
Intermediate Similarity	0.7603	NPC308828
Intermediate Similarity	0.76	NPC182333
Intermediate Similarity	0.76	NPC471794
Intermediate Similarity	0.76	NPC273336
Intermediate Similarity	0.7583	NPC195922
Intermediate Similarity	0.7583	NPC268160
Intermediate Similarity	0.757	NPC1793
Intermediate Similarity	0.7565	NPC471133
Intermediate Similarity	0.7561	NPC469644
Intermediate Similarity	0.7561	NPC93071
Intermediate Similarity	0.7561	NPC151197
Intermediate Similarity	0.7542	NPC226401
Intermediate Similarity	0.7542	NPC147634
Intermediate Similarity	0.7542	NPC174096
Intermediate Similarity	0.7542	NPC79793
Intermediate Similarity	0.7542	NPC120982
Intermediate Similarity	0.7542	NPC132720
Intermediate Similarity	0.7541	NPC172219
Intermediate Similarity	0.7541	NPC304510
Intermediate Similarity	0.754	NPC77691
Intermediate Similarity	0.754	NPC12824
Intermediate Similarity	0.7521	NPC474486
Intermediate Similarity	0.7521	NPC11554
Intermediate Similarity	0.752	NPC475166
Intermediate Similarity	0.75	NPC103916
Intermediate Similarity	0.75	NPC317869
Intermediate Similarity	0.748	NPC224342
Intermediate Similarity	0.748	NPC469609
Intermediate Similarity	0.748	NPC154030
Intermediate Similarity	0.7479	NPC257430
Intermediate Similarity	0.7479	NPC187583
Intermediate Similarity	0.7479	NPC471189
Intermediate Similarity	0.7479	NPC179002
Intermediate Similarity	0.7478	NPC238696
Intermediate Similarity	0.7477	NPC21959
Intermediate Similarity	0.7459	NPC471668
Intermediate Similarity	0.7458	NPC55617
Intermediate Similarity	0.7458	NPC62258
Intermediate Similarity	0.7458	NPC58865
Intermediate Similarity	0.7445	NPC186033
Intermediate Similarity	0.7442	NPC471077
Intermediate Similarity	0.744	NPC472981
Intermediate Similarity	0.744	NPC71870
Intermediate Similarity	0.7438	NPC249270
Intermediate Similarity	0.7438	NPC120280
Intermediate Similarity	0.7431	NPC220596
Intermediate Similarity	0.7419	NPC126002
Intermediate Similarity	0.7417	NPC471179
Intermediate Similarity	0.7417	NPC228425
Intermediate Similarity	0.7417	NPC250323
Intermediate Similarity	0.7398	NPC16030
Intermediate Similarity	0.7395	NPC296683
Intermediate Similarity	0.7391	NPC168829
Intermediate Similarity	0.7388	NPC35630
Intermediate Similarity	0.7385	NPC471064
Intermediate Similarity	0.7381	NPC77569
Intermediate Similarity	0.7381	NPC142198
Intermediate Similarity	0.7381	NPC474115
Intermediate Similarity	0.7368	NPC294741
Intermediate Similarity	0.7368	NPC289117
Intermediate Similarity	0.7364	NPC5486
Intermediate Similarity	0.7364	NPC253681
Intermediate Similarity	0.7358	NPC99482
Intermediate Similarity	0.7355	NPC196673
Intermediate Similarity	0.7355	NPC471485
Intermediate Similarity	0.735	NPC271274
Intermediate Similarity	0.7348	NPC312341
Intermediate Similarity	0.7339	NPC164649
Intermediate Similarity	0.7339	NPC48342
Intermediate Similarity	0.7333	NPC176279
Intermediate Similarity	0.7333	NPC151537
Intermediate Similarity	0.7333	NPC260323
Intermediate Similarity	0.7328	NPC323810
Intermediate Similarity	0.7328	NPC288411
Intermediate Similarity	0.7328	NPC472221
Intermediate Similarity	0.7328	NPC472222
Intermediate Similarity	0.7323	NPC478058
Intermediate Similarity	0.7323	NPC152946
Intermediate Similarity	0.7323	NPC321402
Intermediate Similarity	0.7317	NPC242764
Intermediate Similarity	0.7317	NPC105141
Intermediate Similarity	0.7313	NPC141023
Intermediate Similarity	0.7304	NPC91461
Intermediate Similarity	0.7304	NPC51015
Intermediate Similarity	0.7304	NPC40258
Intermediate Similarity	0.7304	NPC7686
Intermediate Similarity	0.7302	NPC328504
Intermediate Similarity	0.7293	NPC303144
Intermediate Similarity	0.7293	NPC73656
Intermediate Similarity	0.7293	NPC189482
Intermediate Similarity	0.7293	NPC59239
Intermediate Similarity	0.7293	NPC228843
Intermediate Similarity	0.729	NPC93843
Intermediate Similarity	0.729	NPC474211
Intermediate Similarity	0.7288	NPC151477
Intermediate Similarity	0.7287	NPC76119
Intermediate Similarity	0.7287	NPC4286
Intermediate Similarity	0.7281	NPC78119
Intermediate Similarity	0.7281	NPC216468
Intermediate Similarity	0.7281	NPC132078
Intermediate Similarity	0.7281	NPC51333
Intermediate Similarity	0.7273	NPC302371
Intermediate Similarity	0.7266	NPC307139
Intermediate Similarity	0.7265	NPC138942
Intermediate Similarity	0.7265	NPC117115
Intermediate Similarity	0.7265	NPC471186
Intermediate Similarity	0.7264	NPC304538
Intermediate Similarity	0.7259	NPC37410
Intermediate Similarity	0.7259	NPC472370
Intermediate Similarity	0.7259	NPC103082
Intermediate Similarity	0.7252	NPC277458
Intermediate Similarity	0.7252	NPC307050
Intermediate Similarity	0.725	NPC475002
Intermediate Similarity	0.725	NPC95126
Intermediate Similarity	0.725	NPC13482
Intermediate Similarity	0.725	NPC141782
Intermediate Similarity	0.7238	NPC475199
Intermediate Similarity	0.7238	NPC283012
Intermediate Similarity	0.7236	NPC469719
Intermediate Similarity	0.7234	NPC215678
Intermediate Similarity	0.7234	NPC274454
Intermediate Similarity	0.7231	NPC470724
Intermediate Similarity	0.7231	NPC190849
Intermediate Similarity	0.7231	NPC171007
Intermediate Similarity	0.7231	NPC145659
Intermediate Similarity	0.7231	NPC9292
Intermediate Similarity	0.7227	NPC233835
Intermediate Similarity	0.7226	NPC116742
Intermediate Similarity	0.7226	NPC182249
Intermediate Similarity	0.7226	NPC24635
Intermediate Similarity	0.7226	NPC139243
Intermediate Similarity	0.7222	NPC260832
Intermediate Similarity	0.7222	NPC69006
Intermediate Similarity	0.7222	NPC223451
Intermediate Similarity	0.7222	NPC135467
Intermediate Similarity	0.7218	NPC282508
Intermediate Similarity	0.7217	NPC213730
Intermediate Similarity	0.7209	NPC181334
Intermediate Similarity	0.7207	NPC314690
Intermediate Similarity	0.7206	NPC191462
Intermediate Similarity	0.7206	NPC133463
Intermediate Similarity	0.7206	NPC472648
Intermediate Similarity	0.7206	NPC472647
Intermediate Similarity	0.7206	NPC170328
Intermediate Similarity	0.7206	NPC206525
Intermediate Similarity	0.7206	NPC472649
Intermediate Similarity	0.7203	NPC21594

Drug Structure

NPD4869 OpenBabel08211706322D 30 34 0 0 1 0 0 0 0 0999 V2000 -0.8660 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -3.0000 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 3.4641 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 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 1.7321 0.0000 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 -0.0000 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -0.0000 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 4.3301 -0.5000 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 0.8660 -1.5000 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 5.1962 1.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 5.1962 -0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 6.0622 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 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 6.9282 1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 12 2 0 0 0 0 4 14 2 0 0 0 0 5 6 2 0 0 0 0 5 11 1 0 0 0 0 6 15 1 0 0 0 0 7 8 2 0 0 0 0 7 13 1 0 0 0 0 8 19 1 0 0 0 0 9 11 2 0 0 0 0 9 17 1 0 0 0 0 10 16 2 0 0 0 0 10 18 1 0 0 0 0 11 16 1 0 0 0 0 12 14 1 0 0 0 0 12 17 1 0 0 0 0 13 15 2 0 0 0 0 13 16 1 0 0 0 0 14 21 1 0 0 0 0 15 20 1 0 0 0 0 17 18 2 0 0 0 0 18 22 1 0 0 0 0 19 20 1 0 0 0 0 19 23 1 6 0 0 0 20 24 1 1 0 0 0 21 22 1 0 0 0 0 21 25 1 6 0 0 0 22 26 1 1 0 0 0 23 27 1 0 0 0 0 24 28 1 0 0 0 0 25 29 1 0 0 0 0 26 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000691
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	154656
ChEBI
CAS Number

Drug Properties

Molecular Weight	346.12
ALogP	-1.575
MLogP	3.44
XLogP	4.607
HDA	4
HBD	4
Rotatable Bonds	4
TPSA	80.92
RO5 Violation	0