NPASS drugs

Drug Information

Drug ID:	NPD4802
Drug Name:	Cobiprostone
Molecular Formula:	C21H34F2O5
Canonical SMILES:	CC[C@@H](CC([C@@]1(O)CC[C@H]2[C@H](O1)CC(=O)[C@@H]2CCCCCCC(=O)O)(F)F)C
Standard InCHI:	InChI=1S/C21H34F2O5/c1-3-14(2)13-20(22,23)21(27)11-10-16-15(17(24)12-18(16)28-21)8-6-4-5-7-9-19(25)26/h14-16,18,27H,3-13H2,1-2H3,(H,25,26)/t14-,15+,16+,18+,21+/m0/s1
Standard InCHIKey:	SDDSJMXGJNWMJY-BRHAQHMBSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4802

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	188
0.1-0.2	2157
0.2-0.3	7136
0.3-0.4	10667
0.4-0.5	4863
0.5-0.6	5217
0.6-0.7	645
0.7-0.8	16
0.8-0.85	1
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	0.8493	NPC319007
Intermediate Similarity	0.7875	NPC70996
Intermediate Similarity	0.7436	NPC98711
Intermediate Similarity	0.7436	NPC475062
Intermediate Similarity	0.7303	NPC470009
Intermediate Similarity	0.7284	NPC477867
Intermediate Similarity	0.7229	NPC214030
Intermediate Similarity	0.7229	NPC83108
Intermediate Similarity	0.7105	NPC474552
Intermediate Similarity	0.7079	NPC470657
Intermediate Similarity	0.7073	NPC215030
Intermediate Similarity	0.7045	NPC471044
Intermediate Similarity	0.7045	NPC473336
Intermediate Similarity	0.7024	NPC477918
Intermediate Similarity	0.7024	NPC474003
Intermediate Similarity	0.7013	NPC314103
Intermediate Similarity	0.7	NPC31349
Remote Similarity	0.6989	NPC472237
Remote Similarity	0.6989	NPC476189
Remote Similarity	0.6989	NPC472238
Remote Similarity	0.6988	NPC179922
Remote Similarity	0.6966	NPC473350
Remote Similarity	0.6939	NPC470172
Remote Similarity	0.6932	NPC472847
Remote Similarity	0.6923	NPC306805
Remote Similarity	0.6923	NPC215987
Remote Similarity	0.6923	NPC476330
Remote Similarity	0.6905	NPC474020
Remote Similarity	0.6869	NPC473406
Remote Similarity	0.6848	NPC200580
Remote Similarity	0.6842	NPC472021
Remote Similarity	0.6835	NPC473899
Remote Similarity	0.6829	NPC470243
Remote Similarity	0.6824	NPC169389
Remote Similarity	0.6818	NPC477936
Remote Similarity	0.6818	NPC477935
Remote Similarity	0.6809	NPC161035
Remote Similarity	0.6786	NPC477934
Remote Similarity	0.6786	NPC228411
Remote Similarity	0.6782	NPC472853
Remote Similarity	0.6771	NPC193785
Remote Similarity	0.6753	NPC469923
Remote Similarity	0.675	NPC469925
Remote Similarity	0.6747	NPC473775
Remote Similarity	0.6747	NPC473699
Remote Similarity	0.6747	NPC474100
Remote Similarity	0.6747	NPC475232
Remote Similarity	0.6747	NPC475260
Remote Similarity	0.6747	NPC51249
Remote Similarity	0.6742	NPC157328
Remote Similarity	0.6711	NPC226602
Remote Similarity	0.6711	NPC469924
Remote Similarity	0.6711	NPC472020
Remote Similarity	0.6711	NPC472019
Remote Similarity	0.6711	NPC475821
Remote Similarity	0.6709	NPC469926
Remote Similarity	0.6706	NPC477932
Remote Similarity	0.6706	NPC477933
Remote Similarity	0.6705	NPC47031
Remote Similarity	0.6703	NPC476717
Remote Similarity	0.6701	NPC263674
Remote Similarity	0.6701	NPC261372
Remote Similarity	0.6701	NPC58267
Remote Similarity	0.67	NPC471253
Remote Similarity	0.6667	NPC176756
Remote Similarity	0.6667	NPC215570
Remote Similarity	0.6667	NPC477434
Remote Similarity	0.6667	NPC178853
Remote Similarity	0.6667	NPC470191
Remote Similarity	0.6667	NPC319909
Remote Similarity	0.6667	NPC82315
Remote Similarity	0.6667	NPC201276
Remote Similarity	0.6667	NPC80891
Remote Similarity	0.6634	NPC88469
Remote Similarity	0.663	NPC51662
Remote Similarity	0.663	NPC314364
Remote Similarity	0.6629	NPC100366
Remote Similarity	0.6629	NPC148740
Remote Similarity	0.6629	NPC7414
Remote Similarity	0.6629	NPC164289
Remote Similarity	0.6629	NPC242771
Remote Similarity	0.6629	NPC102156
Remote Similarity	0.6629	NPC24556
Remote Similarity	0.6629	NPC212340
Remote Similarity	0.6629	NPC311642
Remote Similarity	0.6628	NPC474404
Remote Similarity	0.6628	NPC122847
Remote Similarity	0.6628	NPC471151
Remote Similarity	0.6627	NPC469940
Remote Similarity	0.6602	NPC167044
Remote Similarity	0.6598	NPC116683
Remote Similarity	0.6596	NPC246173
Remote Similarity	0.6596	NPC77756
Remote Similarity	0.6593	NPC478111
Remote Similarity	0.6591	NPC156658
Remote Similarity	0.6591	NPC470609
Remote Similarity	0.6591	NPC1882
Remote Similarity	0.6591	NPC258965
Remote Similarity	0.6588	NPC132064
Remote Similarity	0.6562	NPC470423
Remote Similarity	0.6562	NPC206878
Remote Similarity	0.6562	NPC470424
Remote Similarity	0.6559	NPC33398
Remote Similarity	0.6556	NPC292458
Remote Similarity	0.6556	NPC111409
Remote Similarity	0.6556	NPC268578
Remote Similarity	0.6556	NPC217559
Remote Similarity	0.6556	NPC474266
Remote Similarity	0.6552	NPC34046
Remote Similarity	0.6552	NPC476732
Remote Similarity	0.6552	NPC80089
Remote Similarity	0.6552	NPC171426
Remote Similarity	0.6552	NPC199965
Remote Similarity	0.6552	NPC324700
Remote Similarity	0.6552	NPC224802
Remote Similarity	0.6543	NPC286842
Remote Similarity	0.6538	NPC217041
Remote Similarity	0.6531	NPC471241
Remote Similarity	0.6526	NPC474065
Remote Similarity	0.6526	NPC52756
Remote Similarity	0.65	NPC157518
Remote Similarity	0.6495	NPC287354
Remote Similarity	0.6495	NPC62407
Remote Similarity	0.6495	NPC305808
Remote Similarity	0.6494	NPC470363
Remote Similarity	0.6489	NPC471459
Remote Similarity	0.6489	NPC67653
Remote Similarity	0.6484	NPC51135
Remote Similarity	0.6484	NPC82492
Remote Similarity	0.6484	NPC101138
Remote Similarity	0.6484	NPC291310
Remote Similarity	0.6484	NPC25802
Remote Similarity	0.6484	NPC237938
Remote Similarity	0.6484	NPC219535
Remote Similarity	0.6477	NPC472310
Remote Similarity	0.6477	NPC201225
Remote Similarity	0.6476	NPC182185
Remote Similarity	0.6471	NPC477930
Remote Similarity	0.6471	NPC470167
Remote Similarity	0.6458	NPC200237
Remote Similarity	0.6458	NPC473234
Remote Similarity	0.6458	NPC472231
Remote Similarity	0.6458	NPC473263
Remote Similarity	0.6458	NPC473273
Remote Similarity	0.6458	NPC308656
Remote Similarity	0.6458	NPC60386
Remote Similarity	0.6458	NPC472232
Remote Similarity	0.6456	NPC235788
Remote Similarity	0.6452	NPC239938
Remote Similarity	0.6452	NPC134197
Remote Similarity	0.6444	NPC289486
Remote Similarity	0.6444	NPC61107
Remote Similarity	0.6444	NPC475849
Remote Similarity	0.6437	NPC180199
Remote Similarity	0.6437	NPC477919
Remote Similarity	0.6436	NPC471254
Remote Similarity	0.6429	NPC185419
Remote Similarity	0.6429	NPC142529
Remote Similarity	0.6429	NPC91771
Remote Similarity	0.6429	NPC126156
Remote Similarity	0.6429	NPC474297
Remote Similarity	0.6429	NPC184550
Remote Similarity	0.6421	NPC19087
Remote Similarity	0.6413	NPC477445
Remote Similarity	0.6413	NPC477205
Remote Similarity	0.641	NPC469921
Remote Similarity	0.6408	NPC168890
Remote Similarity	0.6404	NPC115418
Remote Similarity	0.6404	NPC261616
Remote Similarity	0.64	NPC20028
Remote Similarity	0.6395	NPC179858
Remote Similarity	0.6395	NPC68565
Remote Similarity	0.6395	NPC35871
Remote Similarity	0.6386	NPC321732
Remote Similarity	0.6386	NPC28526
Remote Similarity	0.6386	NPC324607
Remote Similarity	0.6383	NPC471221
Remote Similarity	0.6383	NPC473319
Remote Similarity	0.6383	NPC131104
Remote Similarity	0.6383	NPC477614
Remote Similarity	0.6383	NPC226491
Remote Similarity	0.6383	NPC3032
Remote Similarity	0.6374	NPC128246
Remote Similarity	0.6374	NPC259173
Remote Similarity	0.6373	NPC107385
Remote Similarity	0.6364	NPC471045
Remote Similarity	0.6364	NPC236580
Remote Similarity	0.6364	NPC304445
Remote Similarity	0.6364	NPC475438
Remote Similarity	0.6364	NPC475616
Remote Similarity	0.6364	NPC185465
Remote Similarity	0.6355	NPC98870
Remote Similarity	0.6354	NPC235051
Remote Similarity	0.6354	NPC184063
Remote Similarity	0.6354	NPC150383
Remote Similarity	0.6353	NPC474755
Remote Similarity	0.6353	NPC291228
Remote Similarity	0.6353	NPC310766
Remote Similarity	0.6353	NPC248567
Remote Similarity	0.6353	NPC308096

Drug Structure

NPD4802 OpenBabel08211705272D 30 31 0 0 1 0 0 0 0 0999 V2000 -2.8660 2.9641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 2.9641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3660 2.0981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4133 -3.9190 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3914 -4.1270 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1042 -2.9680 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7004 -5.0780 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1261 -2.7601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6786 -5.2859 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 1.8171 -0.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.2321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3660 2.0981 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.8171 -1.8090 0.0000 C 0 0 2 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 2.4049 -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 2 0 0 0 0 0 0 0 0 0 5.9876 -6.2370 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3660 0.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.2321 0.8660 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -2.2321 -0.1340 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 3.4049 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.3185 -6.9801 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9657 -6.4449 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.8660 -0.5000 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 7.2748 -7.3959 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.3660 -1.3660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 3 14 1 0 0 0 0 4 5 1 0 0 0 0 4 6 1 0 0 0 0 5 7 1 0 0 0 0 6 8 1 0 0 0 0 7 9 1 0 0 0 0 9 19 1 0 0 0 0 10 11 1 0 0 0 0 11 21 1 0 0 0 0 12 17 1 0 0 0 0 13 14 1 0 0 0 0 13 20 1 0 0 0 0 14 2 1 6 0 0 0 15 8 1 6 0 0 0 15 16 1 0 0 0 0 15 17 1 0 0 0 0 16 10 1 1 0 0 0 16 18 1 0 0 0 0 17 24 2 0 0 0 0 18 12 1 6 0 0 0 18 28 1 0 0 0 0 19 25 2 0 0 0 0 19 26 1 0 0 0 0 20 21 1 0 0 0 0 20 22 1 0 0 0 0 20 23 1 0 0 0 0 21 27 1 1 0 0 0 21 28 1 0 0 0 0 26 29 1 0 0 0 0 27 30 1 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	404.24
ALogP	-1.8145
MLogP	3
XLogP	4.82
HDA	5
HBD	2
Rotatable Bonds	17
TPSA	83.83
RO5 Violation	1