NPASS drugs

Drug Information

Drug ID:	NPD5647
Drug Name:
Molecular Formula:	C23H28O6
Canonical SMILES:	COC(=O)CCC=C=CC[C@H]1C(=O)C[C@H]([C@@H]1/C=C/[C@H](COc1ccccc1)O)O
Standard InCHI:	InChI=1S/C23H28O6/c1-28-23(27)12-8-3-2-7-11-19-20(22(26)15-21(19)25)14-13-17(24)16-29-18-9-5-4-6-10-18/h3-7,9-10,13-14,17,19-20,22,24,26H,8,11-12,15-16H2,1H3/b14-13+/t2?,17-,19-,20-,22-/m1/s1
Standard InCHIKey:	PTOJVMZPWPAXER-VFJVYMGBSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5647

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	165
0.1-0.2	715
0.2-0.3	1899
0.3-0.4	4608
0.4-0.5	8771
0.5-0.6	4388
0.6-0.7	9416
0.7-0.8	927
0.8-0.85	1
0.85-0.9	0
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
Intermediate Similarity	0.803	NPC474476
Intermediate Similarity	0.7899	NPC470990
Intermediate Similarity	0.7891	NPC293424
Intermediate Similarity	0.7863	NPC469927
Intermediate Similarity	0.7836	NPC12022
Intermediate Similarity	0.7836	NPC20404
Intermediate Similarity	0.7836	NPC20287
Intermediate Similarity	0.7836	NPC293641
Intermediate Similarity	0.7826	NPC176814
Intermediate Similarity	0.7826	NPC68779
Intermediate Similarity	0.7826	NPC5310
Intermediate Similarity	0.7826	NPC4982
Intermediate Similarity	0.7826	NPC300776
Intermediate Similarity	0.7823	NPC178048
Intermediate Similarity	0.782	NPC280767
Intermediate Similarity	0.7803	NPC244876
Intermediate Similarity	0.7795	NPC51345
Intermediate Similarity	0.7778	NPC278308
Intermediate Similarity	0.777	NPC476018
Intermediate Similarity	0.777	NPC475029
Intermediate Similarity	0.7763	NPC73422
Intermediate Similarity	0.7763	NPC310399
Intermediate Similarity	0.7746	NPC100675
Intermediate Similarity	0.7721	NPC241354
Intermediate Similarity	0.7714	NPC71638
Intermediate Similarity	0.7714	NPC64230
Intermediate Similarity	0.7705	NPC321670
Intermediate Similarity	0.7698	NPC471110
Intermediate Similarity	0.7698	NPC34456
Intermediate Similarity	0.7697	NPC209473
Intermediate Similarity	0.7697	NPC329743
Intermediate Similarity	0.7687	NPC88403
Intermediate Similarity	0.768	NPC46844
Intermediate Similarity	0.7671	NPC476359
Intermediate Similarity	0.7671	NPC476338
Intermediate Similarity	0.7664	NPC215941
Intermediate Similarity	0.7664	NPC195292
Intermediate Similarity	0.7664	NPC244246
Intermediate Similarity	0.7664	NPC65935
Intermediate Similarity	0.7664	NPC123196
Intermediate Similarity	0.7664	NPC137427
Intermediate Similarity	0.7664	NPC319282
Intermediate Similarity	0.7664	NPC275724
Intermediate Similarity	0.7664	NPC311419
Intermediate Similarity	0.7655	NPC223185
Intermediate Similarity	0.7655	NPC105381
Intermediate Similarity	0.7655	NPC10302
Intermediate Similarity	0.7643	NPC475011
Intermediate Similarity	0.7643	NPC113295
Intermediate Similarity	0.7638	NPC109241
Intermediate Similarity	0.7634	NPC193193
Intermediate Similarity	0.7634	NPC474874
Intermediate Similarity	0.7609	NPC469480
Intermediate Similarity	0.7606	NPC476025
Intermediate Similarity	0.7606	NPC475028
Intermediate Similarity	0.7606	NPC107571
Intermediate Similarity	0.76	NPC473236
Intermediate Similarity	0.76	NPC234639
Intermediate Similarity	0.76	NPC259554
Intermediate Similarity	0.7597	NPC90336
Intermediate Similarity	0.7589	NPC90431
Intermediate Similarity	0.7589	NPC473268
Intermediate Similarity	0.7584	NPC475379
Intermediate Similarity	0.7578	NPC235250
Intermediate Similarity	0.7574	NPC223807
Intermediate Similarity	0.7571	NPC471029
Intermediate Similarity	0.7557	NPC264976
Intermediate Similarity	0.7554	NPC269421
Intermediate Similarity	0.7554	NPC470160
Intermediate Similarity	0.7552	NPC147379
Intermediate Similarity	0.7551	NPC476336
Intermediate Similarity	0.7537	NPC236981
Intermediate Similarity	0.7536	NPC142985
Intermediate Similarity	0.7536	NPC2989
Intermediate Similarity	0.7534	NPC247221
Intermediate Similarity	0.7519	NPC177291
Intermediate Similarity	0.7519	NPC194416
Intermediate Similarity	0.7518	NPC226661
Intermediate Similarity	0.7518	NPC303217
Intermediate Similarity	0.7517	NPC152796
Intermediate Similarity	0.7517	NPC475213
Intermediate Similarity	0.75	NPC29599
Intermediate Similarity	0.75	NPC475236
Intermediate Similarity	0.75	NPC475468
Intermediate Similarity	0.75	NPC475063
Intermediate Similarity	0.75	NPC474363
Intermediate Similarity	0.75	NPC327410
Intermediate Similarity	0.75	NPC477535
Intermediate Similarity	0.75	NPC282291
Intermediate Similarity	0.75	NPC477537
Intermediate Similarity	0.75	NPC51181
Intermediate Similarity	0.75	NPC470991
Intermediate Similarity	0.75	NPC31314
Intermediate Similarity	0.75	NPC475044
Intermediate Similarity	0.75	NPC166137
Intermediate Similarity	0.7483	NPC474943
Intermediate Similarity	0.7483	NPC475005
Intermediate Similarity	0.7482	NPC125153
Intermediate Similarity	0.7482	NPC104854
Intermediate Similarity	0.7481	NPC159916
Intermediate Similarity	0.7481	NPC221798
Intermediate Similarity	0.7481	NPC205502
Intermediate Similarity	0.7481	NPC101503
Intermediate Similarity	0.7466	NPC27159
Intermediate Similarity	0.7466	NPC473090
Intermediate Similarity	0.7466	NPC476310
Intermediate Similarity	0.7466	NPC476164
Intermediate Similarity	0.7465	NPC215109
Intermediate Similarity	0.7465	NPC170604
Intermediate Similarity	0.7463	NPC311219
Intermediate Similarity	0.7451	NPC478055
Intermediate Similarity	0.7448	NPC52664
Intermediate Similarity	0.7448	NPC184053
Intermediate Similarity	0.7448	NPC253481
Intermediate Similarity	0.7448	NPC31751
Intermediate Similarity	0.7448	NPC253722
Intermediate Similarity	0.7447	NPC159786
Intermediate Similarity	0.7447	NPC477210
Intermediate Similarity	0.7445	NPC473993
Intermediate Similarity	0.744	NPC194034
Intermediate Similarity	0.7436	NPC326278
Intermediate Similarity	0.7434	NPC476364
Intermediate Similarity	0.7431	NPC475045
Intermediate Similarity	0.7431	NPC475012
Intermediate Similarity	0.7422	NPC48525
Intermediate Similarity	0.7419	NPC473855
Intermediate Similarity	0.7419	NPC470393
Intermediate Similarity	0.7417	NPC476335
Intermediate Similarity	0.7413	NPC471068
Intermediate Similarity	0.7413	NPC471069
Intermediate Similarity	0.7407	NPC163083
Intermediate Similarity	0.7405	NPC325295
Intermediate Similarity	0.7405	NPC76308
Intermediate Similarity	0.74	NPC229882
Intermediate Similarity	0.74	NPC158635
Intermediate Similarity	0.7398	NPC192596
Intermediate Similarity	0.7397	NPC106920
Intermediate Similarity	0.7397	NPC254198
Intermediate Similarity	0.7397	NPC197461
Intermediate Similarity	0.7397	NPC242756
Intermediate Similarity	0.7397	NPC273657
Intermediate Similarity	0.7391	NPC198487
Intermediate Similarity	0.7389	NPC327694
Intermediate Similarity	0.7388	NPC201777
Intermediate Similarity	0.7386	NPC186316
Intermediate Similarity	0.7383	NPC1580
Intermediate Similarity	0.7383	NPC61284
Intermediate Similarity	0.7383	NPC113428
Intermediate Similarity	0.7381	NPC317305
Intermediate Similarity	0.7381	NPC31274
Intermediate Similarity	0.7376	NPC19719
Intermediate Similarity	0.7376	NPC477280
Intermediate Similarity	0.7376	NPC477281
Intermediate Similarity	0.7372	NPC474830
Intermediate Similarity	0.7368	NPC61604
Intermediate Similarity	0.7368	NPC245615
Intermediate Similarity	0.7368	NPC115466
Intermediate Similarity	0.7368	NPC299706
Intermediate Similarity	0.7365	NPC291153
Intermediate Similarity	0.7365	NPC212697
Intermediate Similarity	0.7361	NPC471070
Intermediate Similarity	0.7361	NPC62800
Intermediate Similarity	0.7361	NPC319870
Intermediate Similarity	0.7361	NPC73078
Intermediate Similarity	0.7361	NPC471072
Intermediate Similarity	0.7361	NPC327612
Intermediate Similarity	0.7361	NPC148738
Intermediate Similarity	0.7361	NPC287068
Intermediate Similarity	0.7361	NPC324262
Intermediate Similarity	0.7361	NPC471071
Intermediate Similarity	0.736	NPC1065
Intermediate Similarity	0.7357	NPC470976
Intermediate Similarity	0.7357	NPC474246
Intermediate Similarity	0.7357	NPC474143
Intermediate Similarity	0.7357	NPC470977
Intermediate Similarity	0.7357	NPC196979
Intermediate Similarity	0.7353	NPC89630
Intermediate Similarity	0.7353	NPC474829
Intermediate Similarity	0.7351	NPC473966
Intermediate Similarity	0.7348	NPC311091
Intermediate Similarity	0.7348	NPC329980
Intermediate Similarity	0.7348	NPC471033
Intermediate Similarity	0.7348	NPC187547
Intermediate Similarity	0.7348	NPC21831
Intermediate Similarity	0.7347	NPC130206
Intermediate Similarity	0.7347	NPC304956
Intermediate Similarity	0.7343	NPC317045
Intermediate Similarity	0.7343	NPC294470
Intermediate Similarity	0.7343	NPC246177
Intermediate Similarity	0.7342	NPC318472
Intermediate Similarity	0.7339	NPC108875
Intermediate Similarity	0.7339	NPC38079
Intermediate Similarity	0.7339	NPC283546
Intermediate Similarity	0.7338	NPC238309
Intermediate Similarity	0.7333	NPC291189
Intermediate Similarity	0.7333	NPC161955
Intermediate Similarity	0.7333	NPC96599
Intermediate Similarity	0.7333	NPC69403
Intermediate Similarity	0.7333	NPC125570
Intermediate Similarity	0.7329	NPC164599

Drug Structure

NPD5647 OpenBabel08211708292D 31 32 0 0 1 0 0 0 0 0999 V2000 -6.1880 5.8808 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1759 3.6666 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3838 4.6447 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3007 -0.0055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4347 -0.5055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3007 0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9680 2.6884 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3349 4.9537 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5686 -0.0055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4347 1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0169 2.3794 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5428 5.9319 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9706 2.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9706 1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9781 -0.2079 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7026 2.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8366 2.9945 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.5686 0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8090 1.4013 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.1045 0.9945 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.4781 0.6581 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.4938 6.2409 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8366 3.9945 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.4727 0.7626 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.7431 -0.6691 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.7017 7.2190 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.2370 5.5718 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.7026 1.4945 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.7026 4.4945 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5352 -1.6473 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 28 1 0 0 0 0 2 3 2 0 0 0 0 2 7 2 0 0 0 0 3 8 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 9 1 0 0 0 0 6 10 2 0 0 0 0 7 11 1 0 0 0 0 8 12 1 0 0 0 0 9 18 2 0 0 0 0 10 18 1 0 0 0 0 12 23 1 0 0 0 0 13 14 2 0 0 0 0 15 21 1 0 0 0 0 15 22 1 0 0 0 0 16 17 1 0 0 0 0 16 29 1 0 0 0 0 17 13 1 1 0 0 0 17 24 1 0 0 0 0 18 29 1 0 0 0 0 19 11 1 6 0 0 0 19 20 1 0 0 0 0 19 21 1 0 0 0 0 20 14 1 1 0 0 0 20 22 1 0 0 0 0 21 25 2 0 0 0 0 22 26 1 6 0 0 0 23 27 2 0 0 0 0 23 28 1 0 0 0 0 24 30 1 0 0 0 0 26 31 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNAP001544
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	5311225
ChEBI
CAS Number

Drug Properties

Molecular Weight	400.19
ALogP	-0.2489
MLogP	3.33
XLogP	3.82
HDA	5
HBD	2
Rotatable Bonds	14
TPSA	93.06
RO5 Violation	1