NPASS drugs

Drug Information

Drug ID:	NPD6422
Drug Name:	MDL-43291
Molecular Formula:	C25H42O4S
Canonical SMILES:	CCCCCCCCCCCCC/C=C1/CC[C@H]2[C@H]([C@@H]1SCC(=O)O)OC(=O)CC2
Standard InCHI:	InChI=1S/C25H42O4S/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-21-16-15-20-17-18-23(28)29-24(20)25(21)30-19-22(26)27/h14,20,24-25H,2-13,15-19H2,1H3,(H,26,27)/b21-14-/t20-,24-,25-/m1/s1
Standard InCHIKey:	GKTHCWOVKAXGOW-TZPJJPKUSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6422

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	93
0.1-0.2	700
0.2-0.3	3781
0.3-0.4	11344
0.4-0.5	7445
0.5-0.6	6293
0.6-0.7	1232
0.7-0.8	2
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	0.7303	NPC103634
Intermediate Similarity	0.7021	NPC475753
Remote Similarity	0.6989	NPC9868
Remote Similarity	0.6979	NPC97577
Remote Similarity	0.6966	NPC107668
Remote Similarity	0.6947	NPC86005
Remote Similarity	0.6932	NPC475861
Remote Similarity	0.6923	NPC233377
Remote Similarity	0.6882	NPC1761
Remote Similarity	0.6882	NPC52609
Remote Similarity	0.686	NPC475310
Remote Similarity	0.6854	NPC110461
Remote Similarity	0.6854	NPC12740
Remote Similarity	0.6854	NPC61863
Remote Similarity	0.6848	NPC327002
Remote Similarity	0.6842	NPC220478
Remote Similarity	0.6842	NPC476104
Remote Similarity	0.6837	NPC36491
Remote Similarity	0.6813	NPC327674
Remote Similarity	0.6809	NPC243618
Remote Similarity	0.6809	NPC72464
Remote Similarity	0.6809	NPC70424
Remote Similarity	0.6804	NPC471342
Remote Similarity	0.6804	NPC118193
Remote Similarity	0.6804	NPC256902
Remote Similarity	0.6804	NPC469866
Remote Similarity	0.6804	NPC474679
Remote Similarity	0.68	NPC134067
Remote Similarity	0.6742	NPC324762
Remote Similarity	0.6737	NPC329738
Remote Similarity	0.6737	NPC474369
Remote Similarity	0.6737	NPC471344
Remote Similarity	0.6735	NPC474728
Remote Similarity	0.6705	NPC135703
Remote Similarity	0.6705	NPC167145
Remote Similarity	0.6703	NPC127526
Remote Similarity	0.6703	NPC474341
Remote Similarity	0.6703	NPC121200
Remote Similarity	0.6703	NPC321514
Remote Similarity	0.6702	NPC470948
Remote Similarity	0.6667	NPC26888
Remote Similarity	0.6667	NPC325594
Remote Similarity	0.6667	NPC470373
Remote Similarity	0.6667	NPC14203
Remote Similarity	0.6667	NPC285513
Remote Similarity	0.6667	NPC474447
Remote Similarity	0.6667	NPC229584
Remote Similarity	0.6667	NPC239127
Remote Similarity	0.6667	NPC60755
Remote Similarity	0.6667	NPC73038
Remote Similarity	0.6667	NPC254496
Remote Similarity	0.6667	NPC470590
Remote Similarity	0.6667	NPC472955
Remote Similarity	0.6667	NPC117960
Remote Similarity	0.6667	NPC475481
Remote Similarity	0.6667	NPC172309
Remote Similarity	0.6667	NPC14044
Remote Similarity	0.6667	NPC116575
Remote Similarity	0.6667	NPC469514
Remote Similarity	0.6667	NPC470379
Remote Similarity	0.6667	NPC77099
Remote Similarity	0.6667	NPC285184
Remote Similarity	0.6667	NPC473420
Remote Similarity	0.6667	NPC79277
Remote Similarity	0.6632	NPC295799
Remote Similarity	0.6632	NPC474776
Remote Similarity	0.663	NPC82488
Remote Similarity	0.663	NPC308545
Remote Similarity	0.663	NPC158565
Remote Similarity	0.663	NPC471740
Remote Similarity	0.6629	NPC330016
Remote Similarity	0.6629	NPC140287
Remote Similarity	0.6629	NPC474551
Remote Similarity	0.6602	NPC58942
Remote Similarity	0.6602	NPC260149
Remote Similarity	0.6598	NPC74139
Remote Similarity	0.6598	NPC477959
Remote Similarity	0.6598	NPC167877
Remote Similarity	0.6596	NPC475936
Remote Similarity	0.6593	NPC476325
Remote Similarity	0.6593	NPC476264
Remote Similarity	0.6593	NPC281296
Remote Similarity	0.6591	NPC320119
Remote Similarity	0.6569	NPC471039
Remote Similarity	0.6566	NPC113989
Remote Similarity	0.6566	NPC471896
Remote Similarity	0.6566	NPC148414
Remote Similarity	0.6566	NPC111585
Remote Similarity	0.6566	NPC175628
Remote Similarity	0.6566	NPC120840
Remote Similarity	0.6562	NPC470177
Remote Similarity	0.6556	NPC199445
Remote Similarity	0.6556	NPC60718
Remote Similarity	0.6556	NPC255060
Remote Similarity	0.6552	NPC199557
Remote Similarity	0.6552	NPC101622
Remote Similarity	0.6552	NPC317583
Remote Similarity	0.6548	NPC328089
Remote Similarity	0.6548	NPC68343
Remote Similarity	0.6548	NPC234767
Remote Similarity	0.6538	NPC472972
Remote Similarity	0.6535	NPC471040
Remote Similarity	0.6535	NPC240617
Remote Similarity	0.6535	NPC71589
Remote Similarity	0.6531	NPC24816
Remote Similarity	0.6531	NPC473151
Remote Similarity	0.6526	NPC53867
Remote Similarity	0.6526	NPC69469
Remote Similarity	0.6526	NPC11620
Remote Similarity	0.6522	NPC93763
Remote Similarity	0.6522	NPC35574
Remote Similarity	0.6522	NPC108816
Remote Similarity	0.6517	NPC472018
Remote Similarity	0.6517	NPC474543
Remote Similarity	0.6517	NPC238425
Remote Similarity	0.6506	NPC201939
Remote Similarity	0.6505	NPC158347
Remote Similarity	0.6505	NPC473456
Remote Similarity	0.6495	NPC198314
Remote Similarity	0.6495	NPC202394
Remote Similarity	0.6495	NPC262085
Remote Similarity	0.6495	NPC476982
Remote Similarity	0.6495	NPC473226
Remote Similarity	0.6495	NPC6979
Remote Similarity	0.6495	NPC322159
Remote Similarity	0.6495	NPC234038
Remote Similarity	0.6489	NPC476988
Remote Similarity	0.6489	NPC286229
Remote Similarity	0.6477	NPC4299
Remote Similarity	0.6471	NPC473240
Remote Similarity	0.6471	NPC470016
Remote Similarity	0.6471	NPC195715
Remote Similarity	0.6471	NPC469599
Remote Similarity	0.6471	NPC317586
Remote Similarity	0.6465	NPC143232
Remote Similarity	0.6465	NPC212598
Remote Similarity	0.6465	NPC106040
Remote Similarity	0.6465	NPC115179
Remote Similarity	0.6465	NPC198664
Remote Similarity	0.6465	NPC307411
Remote Similarity	0.6465	NPC30522
Remote Similarity	0.6465	NPC274330
Remote Similarity	0.6465	NPC474889
Remote Similarity	0.6465	NPC470588
Remote Similarity	0.6465	NPC474700
Remote Similarity	0.6458	NPC196487
Remote Similarity	0.6458	NPC14575
Remote Similarity	0.6458	NPC100391
Remote Similarity	0.6458	NPC139566
Remote Similarity	0.6452	NPC469620
Remote Similarity	0.6452	NPC469690
Remote Similarity	0.6444	NPC472966
Remote Similarity	0.6444	NPC476355
Remote Similarity	0.6442	NPC475876
Remote Similarity	0.6436	NPC477435
Remote Similarity	0.6436	NPC477436
Remote Similarity	0.6436	NPC86368
Remote Similarity	0.6436	NPC79117
Remote Similarity	0.6429	NPC162107
Remote Similarity	0.6429	NPC474765
Remote Similarity	0.6429	NPC46912
Remote Similarity	0.6429	NPC471738
Remote Similarity	0.6429	NPC71507
Remote Similarity	0.6429	NPC477926
Remote Similarity	0.6429	NPC248602
Remote Similarity	0.6429	NPC231599
Remote Similarity	0.6429	NPC179659
Remote Similarity	0.6421	NPC476984
Remote Similarity	0.6421	NPC475395
Remote Similarity	0.6415	NPC136289
Remote Similarity	0.6413	NPC116177
Remote Similarity	0.6413	NPC97516
Remote Similarity	0.6413	NPC476794
Remote Similarity	0.6413	NPC283619
Remote Similarity	0.6413	NPC320630
Remote Similarity	0.6413	NPC470240
Remote Similarity	0.6413	NPC7563
Remote Similarity	0.6408	NPC165332
Remote Similarity	0.6408	NPC195645
Remote Similarity	0.6408	NPC173272
Remote Similarity	0.6408	NPC42042
Remote Similarity	0.6408	NPC327179
Remote Similarity	0.6408	NPC476318
Remote Similarity	0.6408	NPC180722
Remote Similarity	0.6408	NPC476327
Remote Similarity	0.6408	NPC471822
Remote Similarity	0.6408	NPC328371
Remote Similarity	0.6404	NPC160817
Remote Similarity	0.6404	NPC163003
Remote Similarity	0.64	NPC51004
Remote Similarity	0.64	NPC474761
Remote Similarity	0.64	NPC328141
Remote Similarity	0.64	NPC476004
Remote Similarity	0.64	NPC313670
Remote Similarity	0.64	NPC232202
Remote Similarity	0.64	NPC470589
Remote Similarity	0.64	NPC214844
Remote Similarity	0.64	NPC126369
Remote Similarity	0.64	NPC265856
Remote Similarity	0.64	NPC20388

Drug Structure

NPD6422 OpenBabel08211709092D 31 32 0 0 1 0 0 0 0 0999 V2000 -9.5263 8.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 9.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 8.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 7.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 7.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 0.0000 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 -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 0.8660 -1.5000 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 -0.8660 -1.5000 0.0000 C 0 0 2 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 -0.8660 2.5000 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 -0.8660 -0.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.7321 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 3.0000 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 0.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 4.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 3 1 0 0 0 0 3 4 1 0 0 0 0 4 5 1 0 0 0 0 5 6 1 0 0 0 0 6 7 1 0 0 0 0 7 8 1 0 0 0 0 8 9 1 0 0 0 0 9 10 1 0 0 0 0 10 11 1 0 0 0 0 11 12 1 0 0 0 0 12 13 1 0 0 0 0 13 14 1 0 0 0 0 14 21 2 0 0 0 0 15 16 1 0 0 0 0 16 21 1 0 0 0 0 17 18 1 0 0 0 0 17 20 1 0 0 0 0 18 23 1 0 0 0 0 19 22 1 0 0 0 0 19 30 1 0 0 0 0 20 15 1 1 0 0 0 20 24 1 0 0 0 0 21 25 1 0 0 0 0 22 26 2 0 0 0 0 22 27 1 0 0 0 0 23 28 2 0 0 0 0 23 29 1 0 0 0 0 24 25 1 0 0 0 0 24 29 1 6 0 0 0 25 30 1 1 0 0 0 27 31 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB004780
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	438.28
ALogP	-2.3295
MLogP	3.66
XLogP	8.002
HDA	4
HBD	1
Rotatable Bonds	17
TPSA	88.9
RO5 Violation	2