NPASS drugs

Drug Information

Drug ID:	NPD6490
Drug Name:	Plevitrexed
Molecular Formula:	C26H25FN8O4
Canonical SMILES:	C#CCN(c1ccc(c(c1)F)C(=N[C@H](C(=O)O)CCc1n[nH]nn1)O)Cc1cc2c(O)nc(nc2cc1C)C
Standard InCHI:	InChI=1S/C26H25FN8O4/c1-4-9-35(13-16-11-19-22(10-14(16)2)28-15(3)29-25(19)37)17-5-6-18(20(27)12-17)24(36)30-21(26(38)39)7-8-23-31-33-34-32-23/h1,5-6,10-12,21H,7-9,13H2,2-3H3,(H,30,36)(H,38,39)(H,28,29,37)(H,31,32,33,34)/t21-/m0/s1
Standard InCHIKey:	IEJSCSAMMLUINT-NRFANRHFSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD6490

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	397
0.1-0.2	2588
0.2-0.3	10195
0.3-0.4	12453
0.4-0.5	2775
0.5-0.6	2032
0.6-0.7	439
0.7-0.8	11
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	0.7465	NPC254762
Intermediate Similarity	0.7315	NPC477891
Intermediate Similarity	0.7277	NPC208060
Intermediate Similarity	0.7156	NPC144114
Intermediate Similarity	0.715	NPC476688
Intermediate Similarity	0.715	NPC105758
Intermediate Similarity	0.715	NPC476686
Intermediate Similarity	0.7136	NPC278874
Intermediate Similarity	0.7066	NPC2497
Intermediate Similarity	0.704	NPC295452
Intermediate Similarity	0.704	NPC171393
Remote Similarity	0.6983	NPC130570
Remote Similarity	0.6975	NPC62995
Remote Similarity	0.6964	NPC472289
Remote Similarity	0.6948	NPC224632
Remote Similarity	0.6911	NPC116622
Remote Similarity	0.6904	NPC330009
Remote Similarity	0.6901	NPC473317
Remote Similarity	0.6888	NPC48317
Remote Similarity	0.6866	NPC164664
Remote Similarity	0.6857	NPC132631
Remote Similarity	0.6857	NPC103687
Remote Similarity	0.6833	NPC469928
Remote Similarity	0.6816	NPC125597
Remote Similarity	0.6814	NPC183805
Remote Similarity	0.6804	NPC471294
Remote Similarity	0.6783	NPC472193
Remote Similarity	0.6778	NPC471603
Remote Similarity	0.6744	NPC472066
Remote Similarity	0.6744	NPC472031
Remote Similarity	0.6744	NPC472067
Remote Similarity	0.674	NPC230805
Remote Similarity	0.6724	NPC306376
Remote Similarity	0.6696	NPC45850
Remote Similarity	0.6692	NPC74619
Remote Similarity	0.6654	NPC63109
Remote Similarity	0.6653	NPC476098
Remote Similarity	0.6602	NPC472068
Remote Similarity	0.658	NPC478010
Remote Similarity	0.658	NPC478009
Remote Similarity	0.657	NPC294620
Remote Similarity	0.6552	NPC51854
Remote Similarity	0.6549	NPC285343
Remote Similarity	0.6549	NPC28945
Remote Similarity	0.6543	NPC315467
Remote Similarity	0.6538	NPC153042
Remote Similarity	0.6523	NPC30540
Remote Similarity	0.6522	NPC128751
Remote Similarity	0.6522	NPC246700
Remote Similarity	0.6516	NPC237740
Remote Similarity	0.6513	NPC9729
Remote Similarity	0.6511	NPC102008
Remote Similarity	0.6504	NPC478006
Remote Similarity	0.6504	NPC473041
Remote Similarity	0.6502	NPC259545
Remote Similarity	0.65	NPC469734
Remote Similarity	0.6496	NPC220852
Remote Similarity	0.6494	NPC187145
Remote Similarity	0.6494	NPC106833
Remote Similarity	0.6494	NPC469497
Remote Similarity	0.6491	NPC190007
Remote Similarity	0.649	NPC74969
Remote Similarity	0.6477	NPC314882
Remote Similarity	0.6473	NPC477066
Remote Similarity	0.6473	NPC39679
Remote Similarity	0.6466	NPC220851
Remote Similarity	0.6463	NPC94943
Remote Similarity	0.6461	NPC9894
Remote Similarity	0.646	NPC232340
Remote Similarity	0.6457	NPC132329
Remote Similarity	0.6455	NPC159319
Remote Similarity	0.6454	NPC319232
Remote Similarity	0.6454	NPC214142
Remote Similarity	0.6454	NPC24370
Remote Similarity	0.6453	NPC478080
Remote Similarity	0.6448	NPC477067
Remote Similarity	0.6448	NPC478081
Remote Similarity	0.6448	NPC478082
Remote Similarity	0.6447	NPC19679
Remote Similarity	0.644	NPC51388
Remote Similarity	0.6437	NPC96321
Remote Similarity	0.6432	NPC243850
Remote Similarity	0.6432	NPC477065
Remote Similarity	0.6429	NPC304307
Remote Similarity	0.6429	NPC118559
Remote Similarity	0.6429	NPC34580
Remote Similarity	0.6429	NPC261251
Remote Similarity	0.6429	NPC124920
Remote Similarity	0.6429	NPC477633
Remote Similarity	0.6422	NPC329858
Remote Similarity	0.642	NPC184225
Remote Similarity	0.6417	NPC475070
Remote Similarity	0.6414	NPC313884
Remote Similarity	0.6414	NPC98371
Remote Similarity	0.6412	NPC17437
Remote Similarity	0.6406	NPC263937
Remote Similarity	0.6406	NPC94428
Remote Similarity	0.6403	NPC100547
Remote Similarity	0.6402	NPC162730
Remote Similarity	0.64	NPC478012
Remote Similarity	0.64	NPC478011
Remote Similarity	0.6393	NPC208284
Remote Similarity	0.6392	NPC474192
Remote Similarity	0.6392	NPC475720
Remote Similarity	0.6389	NPC214980
Remote Similarity	0.6387	NPC45459
Remote Similarity	0.6387	NPC315491
Remote Similarity	0.6385	NPC39092
Remote Similarity	0.6385	NPC473540
Remote Similarity	0.6383	NPC195314
Remote Similarity	0.6383	NPC276517
Remote Similarity	0.638	NPC32028
Remote Similarity	0.6378	NPC95240
Remote Similarity	0.6378	NPC322135
Remote Similarity	0.6378	NPC223409
Remote Similarity	0.6377	NPC314176
Remote Similarity	0.6376	NPC133306
Remote Similarity	0.6376	NPC212535
Remote Similarity	0.6374	NPC475666
Remote Similarity	0.6367	NPC473105
Remote Similarity	0.6364	NPC323244
Remote Similarity	0.6364	NPC53344
Remote Similarity	0.6356	NPC183407
Remote Similarity	0.6353	NPC14288
Remote Similarity	0.6353	NPC474701
Remote Similarity	0.6352	NPC234999
Remote Similarity	0.6352	NPC303951
Remote Similarity	0.6341	NPC250448
Remote Similarity	0.6341	NPC478074
Remote Similarity	0.6341	NPC77101
Remote Similarity	0.6339	NPC33949
Remote Similarity	0.6337	NPC470931
Remote Similarity	0.6336	NPC81939
Remote Similarity	0.6336	NPC472323
Remote Similarity	0.6335	NPC47298
Remote Similarity	0.6335	NPC315214
Remote Similarity	0.6333	NPC474116
Remote Similarity	0.6333	NPC57398
Remote Similarity	0.6331	NPC293151
Remote Similarity	0.6328	NPC321592
Remote Similarity	0.6328	NPC54803
Remote Similarity	0.6328	NPC328924
Remote Similarity	0.6327	NPC23294
Remote Similarity	0.6327	NPC87413
Remote Similarity	0.6324	NPC314056
Remote Similarity	0.6318	NPC249040
Remote Similarity	0.6316	NPC219336
Remote Similarity	0.6316	NPC88363
Remote Similarity	0.6314	NPC326363
Remote Similarity	0.6314	NPC69843
Remote Similarity	0.6309	NPC321708
Remote Similarity	0.6304	NPC284888
Remote Similarity	0.6304	NPC323752
Remote Similarity	0.6304	NPC323198
Remote Similarity	0.6301	NPC475778
Remote Similarity	0.6299	NPC470126
Remote Similarity	0.6296	NPC193777
Remote Similarity	0.629	NPC3207
Remote Similarity	0.629	NPC148183
Remote Similarity	0.629	NPC152768
Remote Similarity	0.6286	NPC471304
Remote Similarity	0.6286	NPC309845
Remote Similarity	0.6282	NPC95783
Remote Similarity	0.6282	NPC314333
Remote Similarity	0.628	NPC250178
Remote Similarity	0.6279	NPC245055
Remote Similarity	0.6279	NPC33064
Remote Similarity	0.6279	NPC325976
Remote Similarity	0.6276	NPC32200
Remote Similarity	0.6275	NPC253580
Remote Similarity	0.6275	NPC274640
Remote Similarity	0.6275	NPC317752
Remote Similarity	0.6275	NPC31700
Remote Similarity	0.6272	NPC279589
Remote Similarity	0.6272	NPC15573
Remote Similarity	0.6272	NPC183662
Remote Similarity	0.6272	NPC217372
Remote Similarity	0.627	NPC475910
Remote Similarity	0.627	NPC162748
Remote Similarity	0.627	NPC477111
Remote Similarity	0.6267	NPC126481
Remote Similarity	0.6267	NPC280548
Remote Similarity	0.6266	NPC328596
Remote Similarity	0.6266	NPC328318
Remote Similarity	0.6266	NPC206186
Remote Similarity	0.6261	NPC243834
Remote Similarity	0.6261	NPC141454
Remote Similarity	0.6261	NPC156704
Remote Similarity	0.6261	NPC70956
Remote Similarity	0.626	NPC242923
Remote Similarity	0.6256	NPC469938
Remote Similarity	0.6256	NPC303225
Remote Similarity	0.6255	NPC272174
Remote Similarity	0.6255	NPC478013
Remote Similarity	0.625	NPC45048
Remote Similarity	0.625	NPC178858
Remote Similarity	0.625	NPC329747
Remote Similarity	0.625	NPC118228
Remote Similarity	0.6245	NPC72980
Remote Similarity	0.6245	NPC475816

Drug Structure

NPD6490 OpenBabel08211710072D 43 46 0 0 1 0 0 0 0 0999 V2000 -9.3769 -0.1636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.2429 -2.6636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -12.8410 -7.1636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.3769 -1.1636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.6449 -1.1636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.7788 -0.6636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3147 0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4487 0.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.3769 -2.1636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.1090 -4.1636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.3769 -5.1636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.7788 -2.6636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.5109 -3.6636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.2429 -3.6636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.9750 -6.6636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.3769 -4.1636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.6449 -2.1636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9128 -1.1636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.2429 -5.6636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9128 -2.1636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1808 0.8364 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -11.1090 -5.1636 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 -5.0468 -0.6636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.2429 -6.6636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1808 1.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0468 -2.6636 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -11.9750 -5.6636 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -11.1090 -7.1636 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.0468 0.3364 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.4781 -0.6581 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.6691 0.7431 0.0000 N 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 -8.5109 -2.6636 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.1808 -1.1636 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.3769 -7.1636 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.0468 2.3364 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.3147 2.3364 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0933 -1.7796 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.1808 -2.1636 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.3769 -8.1636 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.3147 3.3364 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 4 3 0 0 0 0 2 14 1 0 0 0 0 3 15 1 0 0 0 0 4 9 1 0 0 0 0 5 6 2 0 0 0 0 5 17 1 0 0 0 0 6 18 1 0 0 0 0 7 8 1 0 0 0 0 8 23 1 0 0 0 0 9 35 1 0 0 0 0 10 14 2 0 0 0 0 10 22 1 0 0 0 0 11 16 2 0 0 0 0 11 19 1 0 0 0 0 12 17 2 0 0 0 0 12 20 1 0 0 0 0 13 16 1 0 0 0 0 13 35 1 0 0 0 0 14 16 1 0 0 0 0 15 28 2 0 0 0 0 15 29 1 0 0 0 0 17 35 1 0 0 0 0 18 20 2 0 0 0 0 18 24 1 0 0 0 0 19 22 2 0 0 0 0 19 25 1 0 0 0 0 20 27 1 0 0 0 0 21 7 1 6 0 0 0 21 26 1 0 0 0 0 21 30 1 0 0 0 0 22 28 1 0 0 0 0 23 31 2 0 0 0 0 23 32 1 0 0 0 0 24 30 2 3 0 0 0 24 36 1 0 0 0 0 25 29 2 0 0 0 0 25 37 1 0 0 0 0 26 38 2 0 0 0 0 26 39 1 0 0 0 0 31 33 1 0 0 0 0 32 34 2 0 0 0 0 33 34 1 0 0 0 0 33 40 1 0 0 0 0 36 41 1 0 0 0 0 37 42 1 0 0 0 0 39 43 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000337; DNC001538; DCL000289
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	213022
ChEBI
CAS Number

Drug Properties

Molecular Weight	532.20
ALogP	0.0391
MLogP	2.89
XLogP	3.84
HDA	11
HBD	4
Rotatable Bonds	16
TPSA	173.6
RO5 Violation	1