NPASS drugs

Drug Information

Drug ID:	NPD3684
Drug Name:	sphingosine kinase inhibitors, Sankyo
Molecular Formula:	C19H29NO3
Canonical SMILES:	CCCCCC/C=C/CCCCOC(=O)c1ccc(c(c1)O)N
Standard InCHI:	InChI=1S/C19H29NO3/c1-2-3-4-5-6-7-8-9-10-11-14-23-19(22)16-12-13-17(20)18(21)15-16/h7-8,12-13,15,21H,2-6,9-11,14,20H2,1H3/b8-7+
Standard InCHIKey:	VQINXDJJUFXHFW-BQYQJAHWSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3684

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	156
0.1-0.2	905
0.2-0.3	3711
0.3-0.4	8287
0.4-0.5	3950
0.5-0.6	12330
0.6-0.7	1520
0.7-0.8	29
0.8-0.85	1
0.85-0.9	1
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
High Similarity	0.8792	NPC315829
Intermediate Similarity	0.8188	NPC43218
Intermediate Similarity	0.7895	NPC319645
Intermediate Similarity	0.7857	NPC301702
Intermediate Similarity	0.7848	NPC241392
Intermediate Similarity	0.7843	NPC314252
Intermediate Similarity	0.7832	NPC150323
Intermediate Similarity	0.7727	NPC181526
Intermediate Similarity	0.7616	NPC98416
Intermediate Similarity	0.7568	NPC205946
Intermediate Similarity	0.7533	NPC122235
Intermediate Similarity	0.7413	NPC81808
Intermediate Similarity	0.7383	NPC226794
Intermediate Similarity	0.7372	NPC316574
Intermediate Similarity	0.7341	NPC8467
Intermediate Similarity	0.732	NPC314098
Intermediate Similarity	0.7278	NPC242933
Intermediate Similarity	0.7251	NPC470971
Intermediate Similarity	0.7211	NPC229353
Intermediate Similarity	0.7171	NPC314278
Intermediate Similarity	0.7165	NPC118228
Intermediate Similarity	0.7143	NPC240664
Intermediate Similarity	0.7114	NPC130931
Intermediate Similarity	0.7099	NPC323798
Intermediate Similarity	0.7093	NPC127362
Intermediate Similarity	0.7062	NPC474815
Intermediate Similarity	0.7051	NPC313466
Intermediate Similarity	0.705	NPC51388
Intermediate Similarity	0.7029	NPC73280
Intermediate Similarity	0.7019	NPC314113
Intermediate Similarity	0.7018	NPC257763
Remote Similarity	0.6995	NPC5630
Remote Similarity	0.6975	NPC13696
Remote Similarity	0.6974	NPC46634
Remote Similarity	0.6946	NPC314223
Remote Similarity	0.6933	NPC328459
Remote Similarity	0.6933	NPC90522
Remote Similarity	0.6927	NPC474701
Remote Similarity	0.6918	NPC289572
Remote Similarity	0.6918	NPC295406
Remote Similarity	0.6918	NPC157478
Remote Similarity	0.6918	NPC173295
Remote Similarity	0.6918	NPC472591
Remote Similarity	0.6918	NPC200422
Remote Similarity	0.6915	NPC138615
Remote Similarity	0.6915	NPC132874
Remote Similarity	0.6915	NPC218733
Remote Similarity	0.6915	NPC265642
Remote Similarity	0.6914	NPC471778
Remote Similarity	0.691	NPC315631
Remote Similarity	0.691	NPC9475
Remote Similarity	0.6899	NPC7012
Remote Similarity	0.6887	NPC72977
Remote Similarity	0.6884	NPC184408
Remote Similarity	0.6882	NPC230403
Remote Similarity	0.6879	NPC226855
Remote Similarity	0.6867	NPC94637
Remote Similarity	0.6867	NPC27633
Remote Similarity	0.6867	NPC94298
Remote Similarity	0.6859	NPC1464
Remote Similarity	0.6855	NPC253476
Remote Similarity	0.6853	NPC187913
Remote Similarity	0.6836	NPC225381
Remote Similarity	0.6832	NPC71108
Remote Similarity	0.6832	NPC267539
Remote Similarity	0.6832	NPC254832
Remote Similarity	0.6832	NPC29317
Remote Similarity	0.6832	NPC176102
Remote Similarity	0.6832	NPC204257
Remote Similarity	0.6832	NPC229638
Remote Similarity	0.6821	NPC475983
Remote Similarity	0.68	NPC160199
Remote Similarity	0.68	NPC314861
Remote Similarity	0.6798	NPC95412
Remote Similarity	0.6795	NPC321561
Remote Similarity	0.6792	NPC88667
Remote Similarity	0.679	NPC471316
Remote Similarity	0.678	NPC474814
Remote Similarity	0.678	NPC83241
Remote Similarity	0.678	NPC112336
Remote Similarity	0.6779	NPC160179
Remote Similarity	0.6774	NPC203628
Remote Similarity	0.6769	NPC329567
Remote Similarity	0.6769	NPC330683
Remote Similarity	0.6768	NPC472241
Remote Similarity	0.6768	NPC66518
Remote Similarity	0.6763	NPC93653
Remote Similarity	0.6753	NPC477151
Remote Similarity	0.6753	NPC132518
Remote Similarity	0.6752	NPC158654
Remote Similarity	0.6752	NPC71525
Remote Similarity	0.6748	NPC472243
Remote Similarity	0.6739	NPC194040
Remote Similarity	0.6733	NPC131192
Remote Similarity	0.6733	NPC128825
Remote Similarity	0.6731	NPC49938
Remote Similarity	0.6728	NPC18646
Remote Similarity	0.672	NPC303214
Remote Similarity	0.6719	NPC232600
Remote Similarity	0.6718	NPC283117
Remote Similarity	0.6711	NPC41851
Remote Similarity	0.6708	NPC43627
Remote Similarity	0.6707	NPC17760
Remote Similarity	0.6707	NPC146370
Remote Similarity	0.6703	NPC270301
Remote Similarity	0.6703	NPC472163
Remote Similarity	0.6703	NPC288305
Remote Similarity	0.6701	NPC474366
Remote Similarity	0.669	NPC34715
Remote Similarity	0.6688	NPC307437
Remote Similarity	0.6688	NPC110211
Remote Similarity	0.6688	NPC204579
Remote Similarity	0.6688	NPC72473
Remote Similarity	0.6688	NPC58827
Remote Similarity	0.6687	NPC181527
Remote Similarity	0.6687	NPC156892
Remote Similarity	0.6686	NPC144691
Remote Similarity	0.6686	NPC139506
Remote Similarity	0.6686	NPC292143
Remote Similarity	0.6685	NPC313886
Remote Similarity	0.6683	NPC39500
Remote Similarity	0.6667	NPC222982
Remote Similarity	0.6667	NPC145134
Remote Similarity	0.6667	NPC233282
Remote Similarity	0.6667	NPC4012
Remote Similarity	0.6667	NPC314659
Remote Similarity	0.6667	NPC293151
Remote Similarity	0.6667	NPC117794
Remote Similarity	0.6667	NPC472244
Remote Similarity	0.6667	NPC274640
Remote Similarity	0.6667	NPC474097
Remote Similarity	0.6667	NPC470343
Remote Similarity	0.6667	NPC221798
Remote Similarity	0.6667	NPC184219
Remote Similarity	0.6649	NPC262725
Remote Similarity	0.6649	NPC317572
Remote Similarity	0.6647	NPC472242
Remote Similarity	0.6646	NPC161593
Remote Similarity	0.6646	NPC16031
Remote Similarity	0.6646	NPC238108
Remote Similarity	0.6646	NPC145888
Remote Similarity	0.6645	NPC217756
Remote Similarity	0.6643	NPC311660
Remote Similarity	0.6633	NPC321428
Remote Similarity	0.6633	NPC477827
Remote Similarity	0.6633	NPC477826
Remote Similarity	0.6632	NPC108847
Remote Similarity	0.6632	NPC469732
Remote Similarity	0.6629	NPC199737
Remote Similarity	0.6624	NPC472592
Remote Similarity	0.6624	NPC287473
Remote Similarity	0.6623	NPC281686
Remote Similarity	0.6623	NPC188867
Remote Similarity	0.6623	NPC106551
Remote Similarity	0.6623	NPC165197
Remote Similarity	0.6615	NPC280714
Remote Similarity	0.6612	NPC197335
Remote Similarity	0.661	NPC471652
Remote Similarity	0.6609	NPC301163
Remote Similarity	0.6606	NPC43477
Remote Similarity	0.6605	NPC1321
Remote Similarity	0.6605	NPC304929
Remote Similarity	0.6605	NPC156124
Remote Similarity	0.6604	NPC477432
Remote Similarity	0.6604	NPC473744
Remote Similarity	0.6604	NPC2596
Remote Similarity	0.6603	NPC477152
Remote Similarity	0.6603	NPC477153
Remote Similarity	0.6602	NPC179287
Remote Similarity	0.66	NPC197513
Remote Similarity	0.6599	NPC39679
Remote Similarity	0.6596	NPC70340
Remote Similarity	0.6595	NPC477391
Remote Similarity	0.6585	NPC144452
Remote Similarity	0.6583	NPC294375
Remote Similarity	0.6582	NPC195787
Remote Similarity	0.6582	NPC246140
Remote Similarity	0.6582	NPC475236
Remote Similarity	0.6581	NPC25168
Remote Similarity	0.6579	NPC269414
Remote Similarity	0.6576	NPC272375
Remote Similarity	0.6573	NPC94343
Remote Similarity	0.6567	NPC176113
Remote Similarity	0.6566	NPC477825
Remote Similarity	0.6566	NPC111422
Remote Similarity	0.6566	NPC306835
Remote Similarity	0.6566	NPC256463
Remote Similarity	0.6566	NPC216312
Remote Similarity	0.6566	NPC471602
Remote Similarity	0.6566	NPC29771
Remote Similarity	0.6566	NPC476477
Remote Similarity	0.6566	NPC299405
Remote Similarity	0.6562	NPC194979
Remote Similarity	0.6562	NPC94810
Remote Similarity	0.6561	NPC265910
Remote Similarity	0.6561	NPC91475
Remote Similarity	0.6559	NPC87391
Remote Similarity	0.6557	NPC283810
Remote Similarity	0.6554	NPC476003
Remote Similarity	0.6552	NPC163734

Drug Structure

NPD3684 OpenBabel08211703112D 26 26 0 0 0 0 0 0 0 0999 V2000 8.6603 9.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 9.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 9.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 8.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 7.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 4.5000 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 3.4641 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 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 3.4641 2.0000 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 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 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 -0.8660 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 O 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 -0.8660 -2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 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 2 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 14 1 0 0 0 0 12 13 2 0 0 0 0 12 16 1 0 0 0 0 13 17 1 0 0 0 0 14 23 1 0 0 0 0 15 16 2 0 0 0 0 15 18 1 0 0 0 0 16 19 1 0 0 0 0 17 18 2 0 0 0 0 17 20 1 0 0 0 0 18 21 1 0 0 0 0 19 22 2 0 0 0 0 19 23 1 0 0 0 0 20 24 1 0 0 0 0 20 25 1 0 0 0 0 21 26 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB000649
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	319.21
ALogP	-1.9874
MLogP	3.11
XLogP	6.176
HDA	3
HBD	2
Rotatable Bonds	15
TPSA	72.55
RO5 Violation	2