NPASS drugs

Drug Information

Drug ID:	NPD6636
Drug Name:	Fenretinide (Soft Gel Capsule, Amd), Revision Therapeutics
Molecular Formula:	C26H33NO2
Canonical SMILES:	O=C(Nc1ccc(cc1)O)/C=C(/C=C/C=C(/C=C/C1=C(C)CCCC1(C)C)C)C
Standard InCHI:	InChI=1S/C26H33NO2/c1-19(11-16-24-21(3)10-7-17-26(24,4)5)8-6-9-20(2)18-25(29)27-22-12-14-23(28)15-13-22/h6,8-9,11-16,18,28H,7,10,17H2,1-5H3,(H,27,29)/b9-6+,16-11+,19-8+,20-18+
Standard InCHIKey:	AKJHMTWEGVYYSE-FXILSDISSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD6636

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	138
0.1-0.2	1039
0.2-0.3	4467
0.3-0.4	8064
0.4-0.5	11198
0.5-0.6	5462
0.6-0.7	509
0.7-0.8	13
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	0.7987	NPC139506
Intermediate Similarity	0.7987	NPC292143
Intermediate Similarity	0.7962	NPC126676
Intermediate Similarity	0.7962	NPC469671
Intermediate Similarity	0.7718	NPC146370
Intermediate Similarity	0.7671	NPC204156
Intermediate Similarity	0.7537	NPC222982
Intermediate Similarity	0.7432	NPC47986
Intermediate Similarity	0.7266	NPC70201
Intermediate Similarity	0.7197	NPC76327
Intermediate Similarity	0.717	NPC469428
Intermediate Similarity	0.7115	NPC144691
Intermediate Similarity	0.711	NPC5630
Remote Similarity	0.6987	NPC2672
Remote Similarity	0.6974	NPC242933
Remote Similarity	0.6974	NPC315051
Remote Similarity	0.6966	NPC250476
Remote Similarity	0.6959	NPC471785
Remote Similarity	0.6933	NPC199737
Remote Similarity	0.6928	NPC471778
Remote Similarity	0.6867	NPC33507
Remote Similarity	0.6842	NPC316574
Remote Similarity	0.678	NPC203628
Remote Similarity	0.6779	NPC231382
Remote Similarity	0.6774	NPC472241
Remote Similarity	0.6767	NPC311660
Remote Similarity	0.6755	NPC253476
Remote Similarity	0.6753	NPC150712
Remote Similarity	0.6716	NPC256838
Remote Similarity	0.6715	NPC255721
Remote Similarity	0.6711	NPC470441
Remote Similarity	0.6691	NPC44836
Remote Similarity	0.6689	NPC218323
Remote Similarity	0.6688	NPC323798
Remote Similarity	0.6687	NPC204867
Remote Similarity	0.6686	NPC474814
Remote Similarity	0.6686	NPC112336
Remote Similarity	0.6667	NPC9336
Remote Similarity	0.6647	NPC73280
Remote Similarity	0.6646	NPC119569
Remote Similarity	0.6646	NPC472242
Remote Similarity	0.6645	NPC472243
Remote Similarity	0.663	NPC303214
Remote Similarity	0.6627	NPC191863
Remote Similarity	0.6627	NPC289776
Remote Similarity	0.6627	NPC133470
Remote Similarity	0.6624	NPC308197
Remote Similarity	0.6623	NPC476685
Remote Similarity	0.6623	NPC476687
Remote Similarity	0.6623	NPC476689
Remote Similarity	0.6622	NPC318965
Remote Similarity	0.6607	NPC471652
Remote Similarity	0.6582	NPC473804
Remote Similarity	0.6575	NPC268348
Remote Similarity	0.6566	NPC93653
Remote Similarity	0.6554	NPC171372
Remote Similarity	0.6538	NPC314252
Remote Similarity	0.6538	NPC211468
Remote Similarity	0.6538	NPC170170
Remote Similarity	0.6538	NPC219233
Remote Similarity	0.6536	NPC469497
Remote Similarity	0.6536	NPC106833
Remote Similarity	0.6533	NPC17374
Remote Similarity	0.6527	NPC47298
Remote Similarity	0.6527	NPC315214
Remote Similarity	0.6527	NPC315498
Remote Similarity	0.6527	NPC230942
Remote Similarity	0.6525	NPC264782
Remote Similarity	0.6522	NPC300596
Remote Similarity	0.6522	NPC242000
Remote Similarity	0.6522	NPC237649
Remote Similarity	0.6513	NPC313466
Remote Similarity	0.6507	NPC103292
Remote Similarity	0.6506	NPC471122
Remote Similarity	0.6506	NPC36495
Remote Similarity	0.6497	NPC323123
Remote Similarity	0.6497	NPC43477
Remote Similarity	0.6497	NPC314113
Remote Similarity	0.6494	NPC88363
Remote Similarity	0.6488	NPC32028
Remote Similarity	0.648	NPC246700
Remote Similarity	0.648	NPC128751
Remote Similarity	0.6474	NPC476475
Remote Similarity	0.6471	NPC300020
Remote Similarity	0.6471	NPC44161
Remote Similarity	0.6471	NPC33338
Remote Similarity	0.6471	NPC302171
Remote Similarity	0.6457	NPC39822
Remote Similarity	0.6453	NPC477185
Remote Similarity	0.6453	NPC259545
Remote Similarity	0.6452	NPC232600
Remote Similarity	0.645	NPC70172
Remote Similarity	0.6449	NPC142297
Remote Similarity	0.6447	NPC120251
Remote Similarity	0.6447	NPC314098
Remote Similarity	0.6443	NPC325013
Remote Similarity	0.6438	NPC279385
Remote Similarity	0.6438	NPC179605
Remote Similarity	0.6437	NPC477187
Remote Similarity	0.6434	NPC160179
Remote Similarity	0.6433	NPC469915
Remote Similarity	0.6433	NPC126481
Remote Similarity	0.6433	NPC181526
Remote Similarity	0.6429	NPC45850
Remote Similarity	0.6429	NPC222905
Remote Similarity	0.6429	NPC474149
Remote Similarity	0.6418	NPC125732
Remote Similarity	0.6414	NPC229353
Remote Similarity	0.641	NPC166667
Remote Similarity	0.641	NPC126556
Remote Similarity	0.6409	NPC475411
Remote Similarity	0.6407	NPC301163
Remote Similarity	0.6395	NPC473051
Remote Similarity	0.6395	NPC473050
Remote Similarity	0.6395	NPC85482
Remote Similarity	0.6391	NPC159319
Remote Similarity	0.6382	NPC472245
Remote Similarity	0.6379	NPC225857
Remote Similarity	0.6378	NPC132874
Remote Similarity	0.6378	NPC138615
Remote Similarity	0.6378	NPC218733
Remote Similarity	0.6378	NPC265642
Remote Similarity	0.6377	NPC155072
Remote Similarity	0.6377	NPC231705
Remote Similarity	0.6376	NPC192533
Remote Similarity	0.6373	NPC119722
Remote Similarity	0.637	NPC155847
Remote Similarity	0.637	NPC29601
Remote Similarity	0.637	NPC289381
Remote Similarity	0.637	NPC283760
Remote Similarity	0.6369	NPC315368
Remote Similarity	0.6369	NPC238412
Remote Similarity	0.6364	NPC149379
Remote Similarity	0.6358	NPC212799
Remote Similarity	0.6358	NPC474409
Remote Similarity	0.6357	NPC258056
Remote Similarity	0.6354	NPC474059
Remote Similarity	0.6353	NPC471124
Remote Similarity	0.6352	NPC301702
Remote Similarity	0.6352	NPC470090
Remote Similarity	0.6344	NPC317727
Remote Similarity	0.6341	NPC154602
Remote Similarity	0.6341	NPC470082
Remote Similarity	0.6333	NPC474926
Remote Similarity	0.6333	NPC474479
Remote Similarity	0.6333	NPC472244
Remote Similarity	0.6333	NPC470343
Remote Similarity	0.6331	NPC37584
Remote Similarity	0.6331	NPC72291
Remote Similarity	0.6329	NPC130251
Remote Similarity	0.6328	NPC472163
Remote Similarity	0.6324	NPC153042
Remote Similarity	0.6324	NPC472585
Remote Similarity	0.6323	NPC91615
Remote Similarity	0.6323	NPC184437
Remote Similarity	0.6323	NPC474473
Remote Similarity	0.6319	NPC470483
Remote Similarity	0.6319	NPC10286
Remote Similarity	0.6319	NPC213
Remote Similarity	0.6319	NPC257142
Remote Similarity	0.6319	NPC22476
Remote Similarity	0.6316	NPC8305
Remote Similarity	0.6316	NPC66177
Remote Similarity	0.6316	NPC268763
Remote Similarity	0.6313	NPC314002
Remote Similarity	0.6312	NPC60553
Remote Similarity	0.631	NPC103250
Remote Similarity	0.6307	NPC474815
Remote Similarity	0.6307	NPC232340
Remote Similarity	0.6306	NPC287358
Remote Similarity	0.6304	NPC230313
Remote Similarity	0.6304	NPC243626
Remote Similarity	0.6303	NPC285381
Remote Similarity	0.6299	NPC257390
Remote Similarity	0.6296	NPC75496
Remote Similarity	0.6294	NPC313757
Remote Similarity	0.6289	NPC280853
Remote Similarity	0.6289	NPC301760
Remote Similarity	0.6286	NPC24101
Remote Similarity	0.6286	NPC96224
Remote Similarity	0.6284	NPC99666
Remote Similarity	0.6283	NPC270918
Remote Similarity	0.6282	NPC173295
Remote Similarity	0.6282	NPC473360
Remote Similarity	0.6278	NPC150308
Remote Similarity	0.6278	NPC171171
Remote Similarity	0.6277	NPC68055
Remote Similarity	0.6277	NPC135784
Remote Similarity	0.6277	NPC178902
Remote Similarity	0.6275	NPC194562
Remote Similarity	0.6273	NPC470394
Remote Similarity	0.6273	NPC311330
Remote Similarity	0.6273	NPC470403
Remote Similarity	0.6273	NPC260601
Remote Similarity	0.6273	NPC470404
Remote Similarity	0.6272	NPC320064
Remote Similarity	0.6271	NPC283810
Remote Similarity	0.6271	NPC70092
Remote Similarity	0.6271	NPC298320
Remote Similarity	0.6269	NPC269449

Drug Structure

NPD6636 OpenBabel08211710072D 31 32 0 0 0 0 0 0 0 0999 V2000 -2.5981 2.5000 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 0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 4.5000 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 -1.7321 4.0000 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 1.7321 1.0000 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 -7.7942 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 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 -0.5000 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 -1.7321 3.0000 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 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 1.0000 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 -6.0622 4.5000 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 -6.9282 4.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 5.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 19 1 0 0 0 0 2 20 1 0 0 0 0 3 21 1 0 0 0 0 4 26 1 0 0 0 0 5 26 1 0 0 0 0 6 8 1 0 0 0 0 6 9 2 0 0 0 0 7 10 1 0 0 0 0 7 17 1 0 0 0 0 8 19 2 0 0 0 0 9 20 1 0 0 0 0 10 21 1 0 0 0 0 11 16 2 0 0 0 0 11 19 1 0 0 0 0 12 14 1 0 0 0 0 12 22 2 0 0 0 0 13 15 2 0 0 0 0 13 22 1 0 0 0 0 14 23 2 0 0 0 0 15 23 1 0 0 0 0 16 24 1 0 0 0 0 17 26 1 0 0 0 0 18 20 2 0 0 0 0 18 25 1 0 0 0 0 21 24 2 0 0 0 0 22 27 1 0 0 0 0 23 28 1 0 0 0 0 24 26 1 0 0 0 0 25 27 1 0 0 0 0 25 29 2 0 0 0 0 27 30 1 0 0 0 0 28 31 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB003719
DrugBank	DB05076
ChEMBL	CHEMBL7301
IUPHAR/BPS
PharmaGKB
KEGG Drug	D04162
PubChem CID
ChEBI	42588
CAS Number	65646-68-6

Drug Properties

Molecular Weight	391.25
ALogP	3.0318
MLogP	3.99
XLogP	7.413
HDA	2
HBD	2
Rotatable Bonds	13
TPSA	49.33
RO5 Violation	1