NPASS drugs

Drug Information

Drug ID:	NPD5807
Drug Name:	Xl-281
Molecular Formula:	C24H19ClN4O4
Canonical SMILES:	COC(=Nc1nc2c([nH]1)cc(cc2)C1(O)c2ccccc2C(=O)N1c1cc(Cl)ccc1C)O
Standard InCHI:	InChI=1S/C24H19ClN4O4/c1-13-7-9-15(25)12-20(13)29-21(30)16-5-3-4-6-17(16)24(29,32)14-8-10-18-19(11-14)27-22(26-18)28-23(31)33-2/h3-12,32H,1-2H3,(H2,26,27,28,31)
Standard InCHIKey:	MMNNTJYFHUDSKL-UHFFFAOYSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5807

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	391
0.1-0.2	2459
0.2-0.3	10354
0.3-0.4	12884
0.4-0.5	2441
0.5-0.6	1797
0.6-0.7	554
0.7-0.8	10
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	0.7906	NPC472844
Intermediate Similarity	0.7686	NPC31700
Intermediate Similarity	0.7325	NPC132329
Intermediate Similarity	0.7315	NPC1203
Intermediate Similarity	0.7251	NPC107836
Intermediate Similarity	0.7249	NPC472842
Intermediate Similarity	0.7234	NPC282247
Intermediate Similarity	0.7093	NPC472843
Intermediate Similarity	0.7051	NPC243850
Intermediate Similarity	0.7036	NPC160898
Remote Similarity	0.6943	NPC195314
Remote Similarity	0.6935	NPC74619
Remote Similarity	0.6914	NPC272174
Remote Similarity	0.6897	NPC63109
Remote Similarity	0.6894	NPC314648
Remote Similarity	0.6889	NPC476341
Remote Similarity	0.6885	NPC474896
Remote Similarity	0.6877	NPC472207
Remote Similarity	0.6867	NPC119006
Remote Similarity	0.6863	NPC472845
Remote Similarity	0.6857	NPC31097
Remote Similarity	0.6855	NPC156003
Remote Similarity	0.6824	NPC295452
Remote Similarity	0.6824	NPC171393
Remote Similarity	0.681	NPC141454
Remote Similarity	0.6807	NPC71238
Remote Similarity	0.68	NPC243058
Remote Similarity	0.6793	NPC313345
Remote Similarity	0.6793	NPC314855
Remote Similarity	0.6793	NPC315638
Remote Similarity	0.6793	NPC313796
Remote Similarity	0.6792	NPC9894
Remote Similarity	0.679	NPC312645
Remote Similarity	0.6784	NPC90415
Remote Similarity	0.678	NPC165599
Remote Similarity	0.677	NPC203635
Remote Similarity	0.6765	NPC315545
Remote Similarity	0.6765	NPC244741
Remote Similarity	0.6765	NPC314297
Remote Similarity	0.6759	NPC35042
Remote Similarity	0.6747	NPC187145
Remote Similarity	0.6736	NPC89508
Remote Similarity	0.6722	NPC54981
Remote Similarity	0.6711	NPC160381
Remote Similarity	0.6695	NPC471944
Remote Similarity	0.6694	NPC229893
Remote Similarity	0.668	NPC314834
Remote Similarity	0.668	NPC323198
Remote Similarity	0.6667	NPC256268
Remote Similarity	0.6654	NPC472846
Remote Similarity	0.6653	NPC471191
Remote Similarity	0.6653	NPC220851
Remote Similarity	0.6641	NPC14812
Remote Similarity	0.664	NPC112547
Remote Similarity	0.6638	NPC131887
Remote Similarity	0.6627	NPC51388
Remote Similarity	0.6627	NPC69843
Remote Similarity	0.6626	NPC294620
Remote Similarity	0.6622	NPC219848
Remote Similarity	0.6614	NPC157931
Remote Similarity	0.6614	NPC476491
Remote Similarity	0.6614	NPC323244
Remote Similarity	0.6612	NPC322064
Remote Similarity	0.6601	NPC267853
Remote Similarity	0.6598	NPC116555
Remote Similarity	0.6595	NPC477633
Remote Similarity	0.6588	NPC316411
Remote Similarity	0.6585	NPC293151
Remote Similarity	0.6585	NPC267811
Remote Similarity	0.658	NPC221873
Remote Similarity	0.6579	NPC470205
Remote Similarity	0.6575	NPC328924
Remote Similarity	0.6575	NPC244897
Remote Similarity	0.6571	NPC478157
Remote Similarity	0.6569	NPC77101
Remote Similarity	0.6557	NPC6865
Remote Similarity	0.6557	NPC153980
Remote Similarity	0.6556	NPC471155
Remote Similarity	0.6542	NPC473376
Remote Similarity	0.6542	NPC132539
Remote Similarity	0.6537	NPC104712
Remote Similarity	0.6535	NPC315062
Remote Similarity	0.6534	NPC313884
Remote Similarity	0.6534	NPC98371
Remote Similarity	0.6534	NPC45048
Remote Similarity	0.6531	NPC54744
Remote Similarity	0.6529	NPC39679
Remote Similarity	0.6529	NPC270241
Remote Similarity	0.6527	NPC476073
Remote Similarity	0.6523	NPC263937
Remote Similarity	0.6523	NPC94428
Remote Similarity	0.6522	NPC274640
Remote Similarity	0.6522	NPC471762
Remote Similarity	0.6516	NPC72956
Remote Similarity	0.6515	NPC225400
Remote Similarity	0.651	NPC207686
Remote Similarity	0.6498	NPC279589
Remote Similarity	0.6498	NPC473187
Remote Similarity	0.6496	NPC116622
Remote Similarity	0.6493	NPC478006
Remote Similarity	0.6491	NPC88110
Remote Similarity	0.6488	NPC472538
Remote Similarity	0.6488	NPC470786
Remote Similarity	0.6482	NPC192712
Remote Similarity	0.648	NPC280799
Remote Similarity	0.6478	NPC471192
Remote Similarity	0.6475	NPC303951
Remote Similarity	0.6471	NPC474701
Remote Similarity	0.6468	NPC476818
Remote Similarity	0.6466	NPC48317
Remote Similarity	0.6457	NPC194740
Remote Similarity	0.6457	NPC66777
Remote Similarity	0.6452	NPC472285
Remote Similarity	0.6449	NPC82370
Remote Similarity	0.6449	NPC87413
Remote Similarity	0.6449	NPC23294
Remote Similarity	0.6447	NPC478010
Remote Similarity	0.6447	NPC478009
Remote Similarity	0.6438	NPC473666
Remote Similarity	0.6437	NPC118228
Remote Similarity	0.6437	NPC477979
Remote Similarity	0.6434	NPC284102
Remote Similarity	0.6434	NPC57453
Remote Similarity	0.6431	NPC326363
Remote Similarity	0.6423	NPC471194
Remote Similarity	0.6423	NPC471193
Remote Similarity	0.6422	NPC135601
Remote Similarity	0.6422	NPC17273
Remote Similarity	0.6422	NPC141612
Remote Similarity	0.642	NPC270918
Remote Similarity	0.6417	NPC257851
Remote Similarity	0.6406	NPC474877
Remote Similarity	0.6406	NPC475969
Remote Similarity	0.6406	NPC475859
Remote Similarity	0.6404	NPC314882
Remote Similarity	0.6395	NPC39370
Remote Similarity	0.6392	NPC33949
Remote Similarity	0.6389	NPC144452
Remote Similarity	0.6387	NPC134657
Remote Similarity	0.6387	NPC227582
Remote Similarity	0.6386	NPC238945
Remote Similarity	0.6382	NPC320968
Remote Similarity	0.6382	NPC204303
Remote Similarity	0.6382	NPC294375
Remote Similarity	0.6381	NPC303374
Remote Similarity	0.6381	NPC89987
Remote Similarity	0.6379	NPC300156
Remote Similarity	0.6379	NPC473189
Remote Similarity	0.6375	NPC323969
Remote Similarity	0.6375	NPC276657
Remote Similarity	0.6374	NPC39092
Remote Similarity	0.6367	NPC470730
Remote Similarity	0.6367	NPC471536
Remote Similarity	0.6367	NPC477175
Remote Similarity	0.6367	NPC477176
Remote Similarity	0.6367	NPC478158
Remote Similarity	0.6367	NPC470729
Remote Similarity	0.6364	NPC130570
Remote Similarity	0.636	NPC184408
Remote Similarity	0.636	NPC67288
Remote Similarity	0.636	NPC264285
Remote Similarity	0.636	NPC473310
Remote Similarity	0.636	NPC474916
Remote Similarity	0.6357	NPC63279
Remote Similarity	0.6357	NPC284888
Remote Similarity	0.6356	NPC244856
Remote Similarity	0.6353	NPC51854
Remote Similarity	0.6352	NPC283117
Remote Similarity	0.635	NPC315467
Remote Similarity	0.6349	NPC54537
Remote Similarity	0.6348	NPC91179
Remote Similarity	0.6347	NPC89549
Remote Similarity	0.6346	NPC28945
Remote Similarity	0.6345	NPC36405
Remote Similarity	0.6345	NPC3207
Remote Similarity	0.6342	NPC477177
Remote Similarity	0.634	NPC324091
Remote Similarity	0.634	NPC83111
Remote Similarity	0.6336	NPC21429
Remote Similarity	0.6336	NPC475844
Remote Similarity	0.6333	NPC74413
Remote Similarity	0.6333	NPC476175
Remote Similarity	0.6332	NPC208898
Remote Similarity	0.6332	NPC325976
Remote Similarity	0.6332	NPC297642
Remote Similarity	0.6328	NPC56109
Remote Similarity	0.6328	NPC191382
Remote Similarity	0.6327	NPC471943
Remote Similarity	0.6327	NPC210828
Remote Similarity	0.6327	NPC86834
Remote Similarity	0.6324	NPC16352
Remote Similarity	0.6322	NPC260900
Remote Similarity	0.6322	NPC101350
Remote Similarity	0.632	NPC27041
Remote Similarity	0.632	NPC314394
Remote Similarity	0.6318	NPC473186
Remote Similarity	0.6318	NPC165743
Remote Similarity	0.6316	NPC9729
Remote Similarity	0.6316	NPC91868
Remote Similarity	0.6316	NPC63971

Drug Structure

NPD5807 OpenBabel08211708292D 36 40 0 0 1 0 0 0 0 0999 V2000 -1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.4569 1.9071 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0827 -1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5827 -2.0685 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5827 -0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5827 -2.0685 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 -1.1826 -2.1535 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 -2.1608 -2.3614 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5427 -0.4593 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 -0.8736 -1.2024 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 1.5827 -0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0827 -1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8299 -1.6183 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5209 -0.6672 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 0.9135 0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1389 -0.6672 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2979 0.6200 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1045 -0.9945 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -1.7321 3.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -3.8299 -1.6183 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.3299 -0.0794 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.0900 -0.3582 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 1.1215 1.3849 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.5548 1.2891 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.2045 -1.9456 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.2490 0.9290 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.3299 0.9206 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.7627 2.2672 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.4646 -2.6887 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 13 1 0 0 0 0 2 33 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 6 1 0 0 0 0 5 16 2 0 0 0 0 6 17 2 0 0 0 0 7 9 2 0 0 0 0 7 13 1 0 0 0 0 8 10 2 0 0 0 0 8 14 1 0 0 0 0 9 15 1 0 0 0 0 10 18 1 0 0 0 0 11 14 2 0 0 0 0 11 19 1 0 0 0 0 12 15 2 0 0 0 0 12 20 1 0 0 0 0 13 20 2 0 0 0 0 14 24 1 0 0 0 0 15 25 1 0 0 0 0 16 17 1 0 0 0 0 16 21 1 0 0 0 0 17 24 1 0 0 0 0 18 19 2 0 0 0 0 18 26 1 0 0 0 0 19 27 1 0 0 0 0 20 29 1 0 0 0 0 21 29 1 0 0 0 0 21 30 2 0 0 0 0 22 26 2 0 0 0 0 22 27 1 0 0 0 0 22 28 1 0 0 0 0 23 28 2 3 0 0 0 23 31 1 0 0 0 0 23 33 1 0 0 0 0 24 29 1 0 0 0 0 24 32 1 0 0 0 0 27 34 1 0 0 0 0 31 35 1 0 0 0 0 32 36 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL001166
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	56931136
ChEBI
CAS Number

Drug Properties

Molecular Weight	462.11
ALogP	0.4623
MLogP	3.11
XLogP	5.962
HDA	8
HBD	3
Rotatable Bonds	9
TPSA	111.04
RO5 Violation	1