NPASS drugs

Drug Information

Drug ID:	NPD4438
Drug Name:	Raltitrexed
Molecular Formula:	C21H22N4O6S
Canonical SMILES:	OC(=O)CC[C@@H](C(=O)O)NC(=O)c1ccc(s1)N(Cc1ccc2c(c1)c(O)nc(n2)C)C
Standard InCHI:	InChI=1S/C21H22N4O6S/c1-11-22-14-4-3-12(9-13(14)19(28)23-11)10-25(2)17-7-6-16(32-17)20(29)24-15(21(30)31)5-8-18(26)27/h3-4,6-7,9,15H,5,8,10H2,1-2H3,(H,24,29)(H,26,27)(H,30,31)(H,22,23,28)/t15-/m0/s1
Standard InCHIKey:	IVTVGDXNLFLDRM-HNNXBMFYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD4438

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	421
0.1-0.2	3852
0.2-0.3	9067
0.3-0.4	12773
0.4-0.5	2369
0.5-0.6	2081
0.6-0.7	326
0.7-0.8	1
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	0.7073	NPC478141
Remote Similarity	0.6899	NPC295452
Remote Similarity	0.6899	NPC171393
Remote Similarity	0.6898	NPC147983
Remote Similarity	0.6898	NPC177996
Remote Similarity	0.6883	NPC48317
Remote Similarity	0.688	NPC74619
Remote Similarity	0.685	NPC477516
Remote Similarity	0.6842	NPC477891
Remote Similarity	0.6838	NPC116622
Remote Similarity	0.683	NPC476688
Remote Similarity	0.683	NPC105758
Remote Similarity	0.683	NPC476686
Remote Similarity	0.6816	NPC278874
Remote Similarity	0.6791	NPC41982
Remote Similarity	0.6777	NPC243850
Remote Similarity	0.6733	NPC220851
Remote Similarity	0.6726	NPC208060
Remote Similarity	0.6716	NPC63109
Remote Similarity	0.6705	NPC39092
Remote Similarity	0.6679	NPC478030
Remote Similarity	0.6667	NPC477633
Remote Similarity	0.6654	NPC313587
Remote Similarity	0.6654	NPC315893
Remote Similarity	0.6654	NPC316110
Remote Similarity	0.6637	NPC224632
Remote Similarity	0.663	NPC314056
Remote Similarity	0.6623	NPC144114
Remote Similarity	0.6587	NPC272174
Remote Similarity	0.6584	NPC143325
Remote Similarity	0.6583	NPC478012
Remote Similarity	0.6583	NPC478011
Remote Similarity	0.6575	NPC130570
Remote Similarity	0.6571	NPC270918
Remote Similarity	0.6567	NPC153400
Remote Similarity	0.6564	NPC164664
Remote Similarity	0.656	NPC62995
Remote Similarity	0.6559	NPC314176
Remote Similarity	0.6558	NPC478013
Remote Similarity	0.6525	NPC472289
Remote Similarity	0.6525	NPC230805
Remote Similarity	0.6516	NPC476098
Remote Similarity	0.65	NPC477634
Remote Similarity	0.6498	NPC323244
Remote Similarity	0.6496	NPC473317
Remote Similarity	0.6496	NPC474896
Remote Similarity	0.6494	NPC322064
Remote Similarity	0.6493	NPC51854
Remote Similarity	0.6485	NPC45850
Remote Similarity	0.6481	NPC314882
Remote Similarity	0.6471	NPC31097
Remote Similarity	0.6462	NPC328924
Remote Similarity	0.6455	NPC9729
Remote Similarity	0.6448	NPC69843
Remote Similarity	0.6447	NPC150447
Remote Similarity	0.6434	NPC471944
Remote Similarity	0.6431	NPC477630
Remote Similarity	0.6431	NPC477635
Remote Similarity	0.6429	NPC469928
Remote Similarity	0.6429	NPC330009
Remote Similarity	0.6426	NPC309845
Remote Similarity	0.6426	NPC28945
Remote Similarity	0.6426	NPC184225
Remote Similarity	0.642	NPC125597
Remote Similarity	0.6414	NPC282247
Remote Similarity	0.6414	NPC471741
Remote Similarity	0.6411	NPC39679
Remote Similarity	0.6406	NPC77101
Remote Similarity	0.6405	NPC141454
Remote Similarity	0.6395	NPC319232
Remote Similarity	0.6395	NPC24370
Remote Similarity	0.6388	NPC477549
Remote Similarity	0.6387	NPC478006
Remote Similarity	0.6374	NPC63279
Remote Similarity	0.6374	NPC284888
Remote Similarity	0.6371	NPC471155
Remote Similarity	0.6371	NPC187145
Remote Similarity	0.6367	NPC315467
Remote Similarity	0.6353	NPC250178
Remote Similarity	0.635	NPC297642
Remote Similarity	0.6346	NPC66777
Remote Similarity	0.6346	NPC471762
Remote Similarity	0.6346	NPC194740
Remote Similarity	0.6345	NPC254762
Remote Similarity	0.6345	NPC270241
Remote Similarity	0.6344	NPC478009
Remote Similarity	0.6344	NPC478010
Remote Similarity	0.6336	NPC303225
Remote Similarity	0.6336	NPC248862
Remote Similarity	0.6332	NPC214142
Remote Similarity	0.6331	NPC225400
Remote Similarity	0.6324	NPC477979
Remote Similarity	0.6322	NPC223409
Remote Similarity	0.6318	NPC64216
Remote Similarity	0.6318	NPC183805
Remote Similarity	0.6316	NPC165599
Remote Similarity	0.6316	NPC475816
Remote Similarity	0.6312	NPC220852
Remote Similarity	0.6311	NPC306376
Remote Similarity	0.631	NPC6865
Remote Similarity	0.631	NPC471194
Remote Similarity	0.631	NPC471193
Remote Similarity	0.631	NPC153980
Remote Similarity	0.6308	NPC304307
Remote Similarity	0.6308	NPC124920
Remote Similarity	0.6308	NPC157931
Remote Similarity	0.6308	NPC34580
Remote Similarity	0.6308	NPC261251
Remote Similarity	0.6308	NPC118559
Remote Similarity	0.6305	NPC244741
Remote Similarity	0.6305	NPC470786
Remote Similarity	0.6305	NPC472538
Remote Similarity	0.6295	NPC303951
Remote Similarity	0.6292	NPC83111
Remote Similarity	0.629	NPC473376
Remote Similarity	0.6285	NPC250448
Remote Similarity	0.6284	NPC311906
Remote Similarity	0.6284	NPC100547
Remote Similarity	0.6282	NPC14849
Remote Similarity	0.6276	NPC238242
Remote Similarity	0.6275	NPC312645
Remote Similarity	0.6275	NPC57398
Remote Similarity	0.6275	NPC79386
Remote Similarity	0.6274	NPC321592
Remote Similarity	0.6274	NPC54803
Remote Similarity	0.627	NPC72956
Remote Similarity	0.627	NPC23294
Remote Similarity	0.627	NPC87413
Remote Similarity	0.6269	NPC2497
Remote Similarity	0.6269	NPC103687
Remote Similarity	0.6269	NPC132631
Remote Similarity	0.6265	NPC471191
Remote Similarity	0.626	NPC237740
Remote Similarity	0.626	NPC322135
Remote Similarity	0.626	NPC95240
Remote Similarity	0.626	NPC118228
Remote Similarity	0.626	NPC326363
Remote Similarity	0.6259	NPC477418
Remote Similarity	0.6259	NPC477420
Remote Similarity	0.625	NPC323752
Remote Similarity	0.625	NPC470900
Remote Similarity	0.6245	NPC476491
Remote Similarity	0.6241	NPC285343
Remote Similarity	0.6241	NPC15801
Remote Similarity	0.6236	NPC14288
Remote Similarity	0.6235	NPC3207
Remote Similarity	0.6234	NPC194040
Remote Similarity	0.6227	NPC181081
Remote Similarity	0.6226	NPC182222
Remote Similarity	0.6226	NPC325976
Remote Similarity	0.622	NPC89508
Remote Similarity	0.6215	NPC71238
Remote Similarity	0.6212	NPC89987
Remote Similarity	0.6206	NPC9894
Remote Similarity	0.6206	NPC82370
Remote Similarity	0.6202	NPC276657
Remote Similarity	0.6199	NPC178858
Remote Similarity	0.6197	NPC328611
Remote Similarity	0.6194	NPC315491
Remote Similarity	0.6194	NPC45459
Remote Similarity	0.6192	NPC51388
Remote Similarity	0.6189	NPC323198
Remote Similarity	0.6187	NPC264285
Remote Similarity	0.6186	NPC315411
Remote Similarity	0.6186	NPC131450
Remote Similarity	0.6186	NPC147298
Remote Similarity	0.6186	NPC182057
Remote Similarity	0.6183	NPC257851
Remote Similarity	0.6174	NPC475969
Remote Similarity	0.6174	NPC475859
Remote Similarity	0.6174	NPC160666
Remote Similarity	0.6174	NPC474877
Remote Similarity	0.6172	NPC471192
Remote Similarity	0.6165	NPC33064
Remote Similarity	0.6165	NPC245055
Remote Similarity	0.6163	NPC74360
Remote Similarity	0.616	NPC249662
Remote Similarity	0.6157	NPC144381
Remote Similarity	0.6157	NPC82472
Remote Similarity	0.6157	NPC151781
Remote Similarity	0.6157	NPC317752
Remote Similarity	0.6157	NPC74562
Remote Similarity	0.6157	NPC316181
Remote Similarity	0.6154	NPC16352
Remote Similarity	0.6154	NPC280714
Remote Similarity	0.6151	NPC474192
Remote Similarity	0.6151	NPC86834
Remote Similarity	0.6151	NPC475196
Remote Similarity	0.6151	NPC210828
Remote Similarity	0.6151	NPC475720
Remote Similarity	0.6148	NPC472295
Remote Similarity	0.6148	NPC81802
Remote Similarity	0.6148	NPC247735
Remote Similarity	0.6148	NPC472285
Remote Similarity	0.6148	NPC472210
Remote Similarity	0.6148	NPC269886
Remote Similarity	0.6145	NPC328596
Remote Similarity	0.6145	NPC328318
Remote Similarity	0.6143	NPC315061
Remote Similarity	0.6143	NPC75609

Drug Structure

NPD4438 OpenBabel08211705262D 36 38 0 0 1 0 0 0 0 0999 V2000 -1.7321 0.0000 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 0.8660 -3.5000 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 6.0939 -5.5590 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4128 -4.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4347 -4.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6871 -6.4725 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 2.5981 -3.5000 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 1.7321 -3.0000 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 -0.0000 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0884 -5.4544 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 5.9128 -3.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6926 -6.5770 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 6.9073 -3.7319 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.6762 -6.2635 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 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 7.4951 -4.5409 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.2859 -7.4906 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.1048 -5.7680 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 7.3141 -2.8183 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.2694 -7.1770 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.6707 -6.1589 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.2437 -3.0933 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 8.4896 -4.4364 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.1103 -5.8726 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 9.2585 -6.9679 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 11 1 0 0 0 0 2 25 1 0 0 0 0 3 4 2 0 0 0 0 3 12 1 0 0 0 0 4 14 1 0 0 0 0 5 8 1 0 0 0 0 6 7 1 0 0 0 0 6 16 2 0 0 0 0 7 17 2 0 0 0 0 8 18 1 0 0 0 0 9 12 2 0 0 0 0 9 13 1 0 0 0 0 10 12 1 0 0 0 0 10 25 1 0 0 0 0 11 22 2 0 0 0 0 11 23 1 0 0 0 0 13 14 2 0 0 0 0 13 19 1 0 0 0 0 14 22 1 0 0 0 0 15 5 1 6 0 0 0 15 21 1 0 0 0 0 15 24 1 0 0 0 0 16 20 1 0 0 0 0 16 32 1 0 0 0 0 17 25 1 0 0 0 0 17 32 1 0 0 0 0 18 26 2 0 0 0 0 18 27 1 0 0 0 0 19 23 2 0 0 0 0 19 28 1 0 0 0 0 20 24 1 0 0 0 0 20 29 2 0 0 0 0 21 30 2 0 0 0 0 21 31 1 0 0 0 0 24 33 1 0 0 0 0 27 34 1 0 0 0 0 28 35 1 0 0 0 0 31 36 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000759
DrugBank	DB00293
ChEMBL	CHEMBL225071
IUPHAR/BPS	7403
PharmaGKB	PA131625240
KEGG Drug	D01064
PubChem CID	104758
ChEBI	5847
CAS Number	112887-68-0

Drug Properties

Molecular Weight	458.13
ALogP	-1.216
MLogP	2.56
XLogP	1.562
HDA	9
HBD	4
Rotatable Bonds	15
TPSA	181.19
RO5 Violation	0