NPASS drugs

Drug Information

Drug ID:	NPD3719
Drug Name:	Fingolimod
Molecular Formula:	C19H33NO2
Canonical SMILES:	CCCCCCCCc1ccc(cc1)CCC(CO)(CO)N
Standard InCHI:	InChI=1S/C19H33NO2/c1-2-3-4-5-6-7-8-17-9-11-18(12-10-17)13-14-19(20,15-21)16-22/h9-12,21-22H,2-8,13-16,20H2,1H3
Standard InCHIKey:	KKGQTZUTZRNORY-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD3719

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	60
0.1-0.2	507
0.2-0.3	1664
0.3-0.4	9469
0.4-0.5	14702
0.5-0.6	3781
0.6-0.7	639
0.7-0.8	68
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	0.7717	NPC121478
Intermediate Similarity	0.7717	NPC73637
Intermediate Similarity	0.7624	NPC290515
Intermediate Similarity	0.7624	NPC164514
Intermediate Similarity	0.7624	NPC226096
Intermediate Similarity	0.7624	NPC108606
Intermediate Similarity	0.7624	NPC303611
Intermediate Similarity	0.7586	NPC208302
Intermediate Similarity	0.7526	NPC1793
Intermediate Similarity	0.75	NPC20142
Intermediate Similarity	0.75	NPC309279
Intermediate Similarity	0.75	NPC184030
Intermediate Similarity	0.75	NPC164449
Intermediate Similarity	0.75	NPC215351
Intermediate Similarity	0.75	NPC58674
Intermediate Similarity	0.7474	NPC99482
Intermediate Similarity	0.7473	NPC224544
Intermediate Similarity	0.7429	NPC113326
Intermediate Similarity	0.7429	NPC224610
Intermediate Similarity	0.7429	NPC88267
Intermediate Similarity	0.7429	NPC194390
Intermediate Similarity	0.7426	NPC25565
Intermediate Similarity	0.7416	NPC108218
Intermediate Similarity	0.7396	NPC93843
Intermediate Similarity	0.7374	NPC220596
Intermediate Similarity	0.7353	NPC475439
Intermediate Similarity	0.7353	NPC473501
Intermediate Similarity	0.7353	NPC324569
Intermediate Similarity	0.7312	NPC192623
Intermediate Similarity	0.7273	NPC471307
Intermediate Similarity	0.7273	NPC121872
Intermediate Similarity	0.7273	NPC78041
Intermediate Similarity	0.7273	NPC74936
Intermediate Similarity	0.7273	NPC209764
Intermediate Similarity	0.7273	NPC159178
Intermediate Similarity	0.7273	NPC141139
Intermediate Similarity	0.7264	NPC304761
Intermediate Similarity	0.7264	NPC150254
Intermediate Similarity	0.7264	NPC226778
Intermediate Similarity	0.7264	NPC147000
Intermediate Similarity	0.7263	NPC477770
Intermediate Similarity	0.7238	NPC327226
Intermediate Similarity	0.7216	NPC474211
Intermediate Similarity	0.72	NPC79917
Intermediate Similarity	0.7188	NPC304538
Intermediate Similarity	0.7184	NPC10781
Intermediate Similarity	0.7184	NPC122493
Intermediate Similarity	0.7184	NPC293628
Intermediate Similarity	0.7174	NPC290638
Intermediate Similarity	0.7172	NPC470877
Intermediate Similarity	0.7158	NPC283012
Intermediate Similarity	0.7158	NPC475199
Intermediate Similarity	0.7157	NPC303045
Intermediate Similarity	0.7157	NPC161972
Intermediate Similarity	0.7143	NPC276699
Intermediate Similarity	0.7143	NPC189371
Intermediate Similarity	0.7143	NPC214200
Intermediate Similarity	0.7143	NPC228400
Intermediate Similarity	0.7113	NPC474354
Intermediate Similarity	0.7059	NPC471309
Intermediate Similarity	0.7041	NPC243166
Intermediate Similarity	0.7037	NPC211551
Intermediate Similarity	0.703	NPC226438
Intermediate Similarity	0.7027	NPC323007
Intermediate Similarity	0.7021	NPC469894
Intermediate Similarity	0.7019	NPC311242
Intermediate Similarity	0.7019	NPC324602
Intermediate Similarity	0.701	NPC168855
Remote Similarity	0.6983	NPC314992
Remote Similarity	0.6981	NPC469457
Remote Similarity	0.6979	NPC103326
Remote Similarity	0.6979	NPC329319
Remote Similarity	0.6979	NPC99394
Remote Similarity	0.6979	NPC87299
Remote Similarity	0.6972	NPC327481
Remote Similarity	0.6967	NPC40488
Remote Similarity	0.6961	NPC314690
Remote Similarity	0.6957	NPC2265
Remote Similarity	0.6937	NPC292758
Remote Similarity	0.6937	NPC65855
Remote Similarity	0.6931	NPC316108
Remote Similarity	0.6931	NPC172128
Remote Similarity	0.6907	NPC172984
Remote Similarity	0.6907	NPC44830
Remote Similarity	0.6903	NPC474584
Remote Similarity	0.6881	NPC67043
Remote Similarity	0.6881	NPC471133
Remote Similarity	0.6875	NPC117180
Remote Similarity	0.687	NPC188010
Remote Similarity	0.6863	NPC187725
Remote Similarity	0.6863	NPC245259
Remote Similarity	0.6863	NPC141607
Remote Similarity	0.6852	NPC19856
Remote Similarity	0.6848	NPC112609
Remote Similarity	0.6848	NPC113000
Remote Similarity	0.6848	NPC122327
Remote Similarity	0.6847	NPC114741
Remote Similarity	0.6847	NPC182549
Remote Similarity	0.6842	NPC474544
Remote Similarity	0.6842	NPC1986
Remote Similarity	0.6822	NPC469481
Remote Similarity	0.6822	NPC289117
Remote Similarity	0.6822	NPC266343
Remote Similarity	0.6809	NPC66655
Remote Similarity	0.6804	NPC106313
Remote Similarity	0.68	NPC211237
Remote Similarity	0.68	NPC471638
Remote Similarity	0.6796	NPC265521
Remote Similarity	0.6796	NPC128645
Remote Similarity	0.6789	NPC56168
Remote Similarity	0.6786	NPC290566
Remote Similarity	0.6786	NPC145638
Remote Similarity	0.6768	NPC475710
Remote Similarity	0.6765	NPC274455
Remote Similarity	0.6765	NPC70940
Remote Similarity	0.6765	NPC86670
Remote Similarity	0.6733	NPC325441
Remote Similarity	0.6733	NPC12429
Remote Similarity	0.6729	NPC12730
Remote Similarity	0.6727	NPC471186
Remote Similarity	0.6726	NPC319579
Remote Similarity	0.6724	NPC101139
Remote Similarity	0.6723	NPC478015
Remote Similarity	0.6723	NPC478016
Remote Similarity	0.6723	NPC478014
Remote Similarity	0.6703	NPC229235
Remote Similarity	0.6701	NPC133050
Remote Similarity	0.6701	NPC242628
Remote Similarity	0.6698	NPC472788
Remote Similarity	0.6697	NPC471228
Remote Similarity	0.6697	NPC164859
Remote Similarity	0.6697	NPC235762
Remote Similarity	0.6697	NPC471317
Remote Similarity	0.6695	NPC310467
Remote Similarity	0.6694	NPC35996
Remote Similarity	0.6667	NPC142326
Remote Similarity	0.6667	NPC170484
Remote Similarity	0.6667	NPC94751
Remote Similarity	0.6667	NPC82770
Remote Similarity	0.6667	NPC239931
Remote Similarity	0.6667	NPC174911
Remote Similarity	0.6667	NPC206764
Remote Similarity	0.6667	NPC267704
Remote Similarity	0.6667	NPC78954
Remote Similarity	0.6636	NPC271475
Remote Similarity	0.6636	NPC475225
Remote Similarity	0.6636	NPC19136
Remote Similarity	0.6636	NPC315794
Remote Similarity	0.6636	NPC474073
Remote Similarity	0.6633	NPC103387
Remote Similarity	0.6633	NPC323103
Remote Similarity	0.6632	NPC98269
Remote Similarity	0.6632	NPC325662
Remote Similarity	0.661	NPC137096
Remote Similarity	0.661	NPC169328
Remote Similarity	0.6607	NPC472979
Remote Similarity	0.6607	NPC61033
Remote Similarity	0.6607	NPC66834
Remote Similarity	0.6607	NPC27252
Remote Similarity	0.6607	NPC21929
Remote Similarity	0.6607	NPC305603
Remote Similarity	0.6607	NPC472980
Remote Similarity	0.6606	NPC60373
Remote Similarity	0.6606	NPC154905
Remote Similarity	0.6602	NPC258627
Remote Similarity	0.66	NPC3210
Remote Similarity	0.6598	NPC127343
Remote Similarity	0.6598	NPC121800
Remote Similarity	0.6598	NPC328178
Remote Similarity	0.6589	NPC478140
Remote Similarity	0.6585	NPC477249
Remote Similarity	0.6585	NPC477248
Remote Similarity	0.6583	NPC477061
Remote Similarity	0.6583	NPC190663
Remote Similarity	0.6583	NPC45777
Remote Similarity	0.6583	NPC476990
Remote Similarity	0.6581	NPC197470
Remote Similarity	0.6581	NPC213
Remote Similarity	0.6581	NPC10286
Remote Similarity	0.6577	NPC243601
Remote Similarity	0.6577	NPC474307
Remote Similarity	0.6571	NPC3358
Remote Similarity	0.6571	NPC306884
Remote Similarity	0.6571	NPC162314
Remote Similarity	0.6571	NPC210497
Remote Similarity	0.6571	NPC94139
Remote Similarity	0.6571	NPC147284
Remote Similarity	0.6569	NPC329064
Remote Similarity	0.6566	NPC270507
Remote Similarity	0.6566	NPC146703
Remote Similarity	0.6557	NPC472415
Remote Similarity	0.6552	NPC248705
Remote Similarity	0.6552	NPC210849
Remote Similarity	0.6552	NPC54368
Remote Similarity	0.6549	NPC64642
Remote Similarity	0.6549	NPC472982
Remote Similarity	0.6549	NPC149455
Remote Similarity	0.6545	NPC68055
Remote Similarity	0.6545	NPC471310
Remote Similarity	0.6545	NPC202613

Drug Structure

NPD3719 OpenBabel08211703112D 26 26 0 0 0 0 0 0 0 0999 V2000 -6.0622 -5.5000 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 -4.3301 -5.5000 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 -3.4641 -4.0000 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 -2.5981 -2.5000 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 -1.7321 -0.0000 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 0.5000 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 0.8660 0.5000 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 2.2321 1.1340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 2.5000 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 0.0000 -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 1.2321 2.8660 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.2321 1.1340 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 3.7321 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.2321 2.8660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.7321 2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 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 17 1 0 0 0 0 9 11 1 0 0 0 0 9 17 2 0 0 0 0 10 12 2 0 0 0 0 10 17 1 0 0 0 0 11 18 2 0 0 0 0 12 18 1 0 0 0 0 13 14 1 0 0 0 0 13 18 1 0 0 0 0 14 19 1 0 0 0 0 15 19 1 0 0 0 0 15 21 1 0 0 0 0 16 19 1 0 0 0 0 16 22 1 0 0 0 0 19 20 1 0 0 0 0 20 23 1 0 0 0 0 20 24 1 0 0 0 0 21 25 1 0 0 0 0 22 26 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000808; DCL001127; DCL000804; DCL000384
DrugBank	DB08868
ChEMBL	CHEMBL314854
IUPHAR/BPS	2407
PharmaGKB
KEGG Drug	D10001
PubChem CID	107969; 107970
ChEBI	63115
CAS Number	162359-55-9

Drug Properties

Molecular Weight	307.25
ALogP	-3.2285
MLogP	3.22
XLogP	6.61
HDA	3
HBD	3
Rotatable Bonds	16
TPSA	66.48
RO5 Violation	2