NPASS drugs

Drug Information

Drug ID:	NPD3872
Drug Name:	Ganetespib
Molecular Formula:	C20H20N4O3
Canonical SMILES:	Oc1nnc(n1c1ccc2c(c1)ccn2C)c1cc(C(C)C)c(cc1O)O
Standard InCHI:	InChI=1S/C20H20N4O3/c1-11(2)14-9-15(18(26)10-17(14)25)19-21-22-20(27)24(19)13-4-5-16-12(8-13)6-7-23(16)3/h4-11,25-26H,1-3H3,(H,22,27)
Standard InCHIKey:	RVAQIUULWULRNW-UHFFFAOYSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD3872

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	585
0.1-0.2	3696
0.2-0.3	9479
0.3-0.4	10025
0.4-0.5	4861
0.5-0.6	1712
0.6-0.7	520
0.7-0.8	12
0.8-0.85	0
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	0.7597	NPC130570
Intermediate Similarity	0.7316	NPC471603
Intermediate Similarity	0.7311	NPC2497
Intermediate Similarity	0.7296	NPC62995
Intermediate Similarity	0.7238	NPC132631
Intermediate Similarity	0.7238	NPC103687
Intermediate Similarity	0.7227	NPC472289
Intermediate Similarity	0.7035	NPC472193
Intermediate Similarity	0.7032	NPC144114
Intermediate Similarity	0.7025	NPC214980
Intermediate Similarity	0.7004	NPC170114
Intermediate Similarity	0.7	NPC39092
Remote Similarity	0.6978	NPC99666
Remote Similarity	0.697	NPC475774
Remote Similarity	0.6962	NPC470549
Remote Similarity	0.696	NPC242209
Remote Similarity	0.6951	NPC254762
Remote Similarity	0.6948	NPC11408
Remote Similarity	0.6938	NPC63109
Remote Similarity	0.6929	NPC473317
Remote Similarity	0.6907	NPC242923
Remote Similarity	0.6892	NPC217554
Remote Similarity	0.6875	NPC46580
Remote Similarity	0.6875	NPC477609
Remote Similarity	0.6864	NPC11464
Remote Similarity	0.6856	NPC224928
Remote Similarity	0.6855	NPC220852
Remote Similarity	0.6853	NPC477861
Remote Similarity	0.6844	NPC125597
Remote Similarity	0.684	NPC28945
Remote Similarity	0.684	NPC285343
Remote Similarity	0.6829	NPC315822
Remote Similarity	0.6824	NPC53144
Remote Similarity	0.6811	NPC284141
Remote Similarity	0.6802	NPC477891
Remote Similarity	0.6798	NPC295452
Remote Similarity	0.6798	NPC171393
Remote Similarity	0.6795	NPC470500
Remote Similarity	0.6789	NPC476688
Remote Similarity	0.6789	NPC105758
Remote Similarity	0.6789	NPC476686
Remote Similarity	0.6786	NPC94943
Remote Similarity	0.6777	NPC250178
Remote Similarity	0.6763	NPC476041
Remote Similarity	0.6763	NPC304926
Remote Similarity	0.6758	NPC208060
Remote Similarity	0.6756	NPC171171
Remote Similarity	0.6754	NPC324149
Remote Similarity	0.6752	NPC200836
Remote Similarity	0.6749	NPC174049
Remote Similarity	0.6743	NPC164664
Remote Similarity	0.6741	NPC190007
Remote Similarity	0.6736	NPC264285
Remote Similarity	0.6734	NPC326363
Remote Similarity	0.6728	NPC108469
Remote Similarity	0.6723	NPC475070
Remote Similarity	0.6722	NPC183407
Remote Similarity	0.6713	NPC473057
Remote Similarity	0.6711	NPC314002
Remote Similarity	0.671	NPC77555
Remote Similarity	0.671	NPC153042
Remote Similarity	0.6708	NPC477610
Remote Similarity	0.6705	NPC472066
Remote Similarity	0.6705	NPC472031
Remote Similarity	0.6705	NPC472067
Remote Similarity	0.6697	NPC278874
Remote Similarity	0.6696	NPC212535
Remote Similarity	0.6693	NPC325976
Remote Similarity	0.6667	NPC204717
Remote Similarity	0.6653	NPC85273
Remote Similarity	0.6653	NPC473185
Remote Similarity	0.6639	NPC193267
Remote Similarity	0.6639	NPC213530
Remote Similarity	0.6639	NPC476465
Remote Similarity	0.6627	NPC477607
Remote Similarity	0.6627	NPC477608
Remote Similarity	0.6626	NPC122463
Remote Similarity	0.6626	NPC162748
Remote Similarity	0.6622	NPC220765
Remote Similarity	0.6614	NPC30540
Remote Similarity	0.6606	NPC471178
Remote Similarity	0.6605	NPC77101
Remote Similarity	0.66	NPC116622
Remote Similarity	0.6598	NPC294620
Remote Similarity	0.6592	NPC96890
Remote Similarity	0.6585	NPC310118
Remote Similarity	0.6583	NPC5145
Remote Similarity	0.6582	NPC285558
Remote Similarity	0.658	NPC106937
Remote Similarity	0.6574	NPC160666
Remote Similarity	0.6571	NPC308906
Remote Similarity	0.657	NPC477633
Remote Similarity	0.6568	NPC211813
Remote Similarity	0.6568	NPC470678
Remote Similarity	0.6567	NPC243834
Remote Similarity	0.6567	NPC70956
Remote Similarity	0.6562	NPC72980
Remote Similarity	0.656	NPC253580
Remote Similarity	0.6559	NPC16352
Remote Similarity	0.655	NPC246700
Remote Similarity	0.655	NPC128751
Remote Similarity	0.6531	NPC473822
Remote Similarity	0.6529	NPC202605
Remote Similarity	0.6529	NPC128084
Remote Similarity	0.6529	NPC112206
Remote Similarity	0.6522	NPC469497
Remote Similarity	0.6522	NPC106833
Remote Similarity	0.6522	NPC180504
Remote Similarity	0.652	NPC470126
Remote Similarity	0.6514	NPC224632
Remote Similarity	0.6509	NPC329541
Remote Similarity	0.6508	NPC201508
Remote Similarity	0.6504	NPC46451
Remote Similarity	0.6502	NPC314882
Remote Similarity	0.6502	NPC266931
Remote Similarity	0.65	NPC470931
Remote Similarity	0.6492	NPC118121
Remote Similarity	0.648	NPC319232
Remote Similarity	0.648	NPC24370
Remote Similarity	0.6478	NPC230805
Remote Similarity	0.6473	NPC469589
Remote Similarity	0.6473	NPC80596
Remote Similarity	0.6466	NPC74619
Remote Similarity	0.6463	NPC100079
Remote Similarity	0.6463	NPC23614
Remote Similarity	0.6458	NPC193777
Remote Similarity	0.6457	NPC471294
Remote Similarity	0.6457	NPC474409
Remote Similarity	0.6454	NPC6215
Remote Similarity	0.6454	NPC110151
Remote Similarity	0.6453	NPC473053
Remote Similarity	0.6453	NPC194967
Remote Similarity	0.6445	NPC473183
Remote Similarity	0.6444	NPC59269
Remote Similarity	0.6444	NPC184964
Remote Similarity	0.6441	NPC476167
Remote Similarity	0.6438	NPC471177
Remote Similarity	0.6438	NPC59779
Remote Similarity	0.6438	NPC124542
Remote Similarity	0.6437	NPC473179
Remote Similarity	0.6437	NPC472068
Remote Similarity	0.6434	NPC282247
Remote Similarity	0.6431	NPC473184
Remote Similarity	0.6429	NPC237978
Remote Similarity	0.6429	NPC317054
Remote Similarity	0.6429	NPC291535
Remote Similarity	0.6429	NPC475085
Remote Similarity	0.6429	NPC475112
Remote Similarity	0.6426	NPC46970
Remote Similarity	0.6426	NPC156704
Remote Similarity	0.6423	NPC78609
Remote Similarity	0.642	NPC208284
Remote Similarity	0.6417	NPC476124
Remote Similarity	0.6417	NPC476121
Remote Similarity	0.6411	NPC477533
Remote Similarity	0.6411	NPC276657
Remote Similarity	0.641	NPC326634
Remote Similarity	0.6409	NPC97367
Remote Similarity	0.6405	NPC476116
Remote Similarity	0.6405	NPC174758
Remote Similarity	0.6405	NPC61038
Remote Similarity	0.64	NPC167908
Remote Similarity	0.6398	NPC192315
Remote Similarity	0.6395	NPC141915
Remote Similarity	0.6395	NPC114335
Remote Similarity	0.6395	NPC280964
Remote Similarity	0.6392	NPC255800
Remote Similarity	0.6392	NPC96584
Remote Similarity	0.6388	NPC271792
Remote Similarity	0.6387	NPC232727
Remote Similarity	0.6386	NPC477532
Remote Similarity	0.6379	NPC167860
Remote Similarity	0.6379	NPC123976
Remote Similarity	0.6378	NPC476451
Remote Similarity	0.6376	NPC62069
Remote Similarity	0.6375	NPC164374
Remote Similarity	0.6375	NPC35761
Remote Similarity	0.6375	NPC36229
Remote Similarity	0.6375	NPC476581
Remote Similarity	0.6375	NPC16452
Remote Similarity	0.6375	NPC476818
Remote Similarity	0.6375	NPC137929
Remote Similarity	0.6371	NPC136924
Remote Similarity	0.6371	NPC48317
Remote Similarity	0.6368	NPC307963
Remote Similarity	0.6367	NPC475746
Remote Similarity	0.6364	NPC252251
Remote Similarity	0.6364	NPC477111
Remote Similarity	0.636	NPC470501
Remote Similarity	0.6356	NPC477114
Remote Similarity	0.6348	NPC62510
Remote Similarity	0.6345	NPC132642
Remote Similarity	0.6344	NPC88363
Remote Similarity	0.6343	NPC478006
Remote Similarity	0.6341	NPC237740
Remote Similarity	0.6341	NPC235076
Remote Similarity	0.634	NPC153400
Remote Similarity	0.6339	NPC209174
Remote Similarity	0.6337	NPC117980
Remote Similarity	0.6337	NPC174672

Drug Structure

NPD3872 OpenBabel08211704332D 30 33 0 0 0 0 0 0 0 0999 V2000 -1.0317 5.8819 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1907 4.5947 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9408 3.9625 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9487 2.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8147 3.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6318 1.3934 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2196 2.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8147 1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7044 3.2564 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1977 3.8745 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2396 4.9037 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6808 1.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9487 1.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4965 4.2346 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0388 2.5873 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6808 2.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4546 4.5436 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9898 2.8963 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1691 1.6092 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 0.5000 0.8660 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.6318 3.0115 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.0827 1.2024 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.6625 5.5218 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7330 2.2272 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7213 -0.4612 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0806 6.1909 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.5251 1.2491 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.5134 -1.4394 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 11 1 0 0 0 0 2 11 1 0 0 0 0 3 23 1 0 0 0 0 4 5 1 0 0 0 0 4 13 2 0 0 0 0 5 16 2 0 0 0 0 6 7 2 0 0 0 0 6 12 1 0 0 0 0 7 23 1 0 0 0 0 8 12 2 0 0 0 0 8 13 1 0 0 0 0 9 14 2 0 0 0 0 9 15 1 0 0 0 0 10 17 2 0 0 0 0 10 18 1 0 0 0 0 11 14 1 0 0 0 0 12 16 1 0 0 0 0 13 24 1 0 0 0 0 14 17 1 0 0 0 0 15 18 2 0 0 0 0 15 19 1 0 0 0 0 16 23 1 0 0 0 0 17 25 1 0 0 0 0 18 26 1 0 0 0 0 19 21 2 0 0 0 0 19 24 1 0 0 0 0 20 22 2 0 0 0 0 20 24 1 0 0 0 0 20 27 1 0 0 0 0 21 22 1 0 0 0 0 25 28 1 0 0 0 0 26 29 1 0 0 0 0 27 30 1 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	364.15
ALogP	-0.6793
MLogP	2.89
XLogP	3.322
HDA	4
HBD	3
Rotatable Bonds	9
TPSA	95.81
RO5 Violation	0