NPASS drugs

Drug Information

Drug ID:	NPD4250
Drug Name:	Epoprostenol
Molecular Formula:	C20H32O5
Canonical SMILES:	CCCCC[C@@H](/C=C/[C@H]1[C@H](O)C[C@H]2[C@@H]1C/C(=C/CCCC(=O)O)/O2)O
Standard InCHI:	InChI=1S/C20H32O5/c1-2-3-4-7-14(21)10-11-16-17-12-15(8-5-6-9-20(23)24)25-19(17)13-18(16)22/h8,10-11,14,16-19,21-22H,2-7,9,12-13H2,1H3,(H,23,24)/b11-10+,15-8-/t14-,16+,17+,18+,19-/m0/s1
Standard InCHIKey:	KAQKFAOMNZTLHT-OZUDYXHBSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD4250

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	108
0.1-0.2	686
0.2-0.3	2931
0.3-0.4	7147
0.4-0.5	10367
0.5-0.6	6020
0.6-0.7	3326
0.7-0.8	296
0.8-0.85	2
0.85-0.9	5
0.9-0.95	1
0.95-1	1

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	1.0	NPC316629
High Similarity	0.9024	NPC316844
High Similarity	0.8889	NPC27949
High Similarity	0.8889	NPC39547
High Similarity	0.8889	NPC323249
High Similarity	0.8889	NPC260814
High Similarity	0.8571	NPC88735
Intermediate Similarity	0.814	NPC191711
Intermediate Similarity	0.8	NPC161493
Intermediate Similarity	0.7979	NPC170120
Intermediate Similarity	0.7979	NPC213698
Intermediate Similarity	0.7907	NPC55304
Intermediate Similarity	0.7907	NPC201225
Intermediate Similarity	0.7907	NPC226226
Intermediate Similarity	0.7895	NPC213078
Intermediate Similarity	0.7872	NPC127019
Intermediate Similarity	0.7849	NPC475925
Intermediate Similarity	0.7841	NPC7414
Intermediate Similarity	0.7816	NPC115418
Intermediate Similarity	0.7789	NPC67584
Intermediate Similarity	0.7789	NPC52044
Intermediate Similarity	0.7765	NPC279537
Intermediate Similarity	0.7755	NPC150923
Intermediate Similarity	0.7753	NPC128246
Intermediate Similarity	0.7732	NPC221615
Intermediate Similarity	0.7727	NPC47031
Intermediate Similarity	0.7708	NPC24956
Intermediate Similarity	0.7708	NPC18019
Intermediate Similarity	0.7692	NPC477668
Intermediate Similarity	0.7692	NPC184461
Intermediate Similarity	0.7692	NPC278283
Intermediate Similarity	0.766	NPC472468
Intermediate Similarity	0.7619	NPC477085
Intermediate Similarity	0.7609	NPC475405
Intermediate Similarity	0.7604	NPC304886
Intermediate Similarity	0.7556	NPC477667
Intermediate Similarity	0.7556	NPC111409
Intermediate Similarity	0.7553	NPC472466
Intermediate Similarity	0.7528	NPC126248
Intermediate Similarity	0.7527	NPC475712
Intermediate Similarity	0.7527	NPC207114
Intermediate Similarity	0.7527	NPC217983
Intermediate Similarity	0.75	NPC262133
Intermediate Similarity	0.75	NPC477087
Intermediate Similarity	0.75	NPC470013
Intermediate Similarity	0.75	NPC470010
Intermediate Similarity	0.75	NPC198853
Intermediate Similarity	0.75	NPC323008
Intermediate Similarity	0.75	NPC472467
Intermediate Similarity	0.75	NPC477086
Intermediate Similarity	0.7474	NPC171360
Intermediate Similarity	0.7474	NPC293001
Intermediate Similarity	0.7474	NPC35959
Intermediate Similarity	0.7474	NPC57304
Intermediate Similarity	0.7474	NPC63193
Intermediate Similarity	0.7474	NPC133888
Intermediate Similarity	0.7474	NPC29821
Intermediate Similarity	0.7473	NPC32676
Intermediate Similarity	0.7449	NPC472290
Intermediate Similarity	0.7444	NPC474252
Intermediate Similarity	0.7426	NPC474775
Intermediate Similarity	0.7419	NPC477959
Intermediate Similarity	0.7391	NPC242233
Intermediate Similarity	0.7368	NPC37607
Intermediate Similarity	0.7368	NPC473448
Intermediate Similarity	0.7368	NPC19087
Intermediate Similarity	0.7368	NPC54065
Intermediate Similarity	0.7368	NPC297474
Intermediate Similarity	0.7368	NPC35809
Intermediate Similarity	0.7368	NPC478003
Intermediate Similarity	0.7368	NPC475855
Intermediate Similarity	0.7368	NPC216284
Intermediate Similarity	0.7368	NPC478004
Intermediate Similarity	0.7368	NPC301969
Intermediate Similarity	0.7368	NPC158388
Intermediate Similarity	0.7363	NPC116543
Intermediate Similarity	0.7363	NPC69469
Intermediate Similarity	0.7347	NPC113433
Intermediate Similarity	0.7333	NPC52861
Intermediate Similarity	0.7333	NPC470241
Intermediate Similarity	0.732	NPC281775
Intermediate Similarity	0.732	NPC477131
Intermediate Similarity	0.732	NPC90453
Intermediate Similarity	0.7312	NPC187661
Intermediate Similarity	0.7312	NPC478112
Intermediate Similarity	0.7308	NPC117604
Intermediate Similarity	0.7303	NPC139712
Intermediate Similarity	0.7303	NPC475210
Intermediate Similarity	0.7303	NPC86971
Intermediate Similarity	0.7303	NPC321728
Intermediate Similarity	0.7292	NPC133698
Intermediate Similarity	0.7292	NPC184063
Intermediate Similarity	0.7292	NPC131209
Intermediate Similarity	0.7283	NPC212363
Intermediate Similarity	0.7283	NPC476804
Intermediate Similarity	0.7283	NPC475732
Intermediate Similarity	0.7282	NPC60315
Intermediate Similarity	0.7273	NPC476439
Intermediate Similarity	0.7273	NPC84360
Intermediate Similarity	0.7273	NPC474278
Intermediate Similarity	0.7263	NPC38392
Intermediate Similarity	0.7263	NPC478110
Intermediate Similarity	0.7263	NPC215556
Intermediate Similarity	0.7263	NPC155935
Intermediate Similarity	0.7263	NPC295312
Intermediate Similarity	0.7255	NPC124881
Intermediate Similarity	0.7255	NPC475334
Intermediate Similarity	0.7255	NPC475623
Intermediate Similarity	0.7255	NPC473694
Intermediate Similarity	0.7253	NPC89555
Intermediate Similarity	0.7245	NPC314009
Intermediate Similarity	0.7245	NPC36954
Intermediate Similarity	0.7245	NPC472873
Intermediate Similarity	0.7245	NPC476053
Intermediate Similarity	0.7245	NPC54905
Intermediate Similarity	0.7234	NPC160138
Intermediate Similarity	0.7234	NPC237540
Intermediate Similarity	0.7234	NPC86005
Intermediate Similarity	0.7228	NPC171759
Intermediate Similarity	0.7228	NPC20673
Intermediate Similarity	0.7216	NPC258216
Intermediate Similarity	0.7216	NPC40821
Intermediate Similarity	0.7216	NPC228451
Intermediate Similarity	0.7216	NPC475912
Intermediate Similarity	0.7216	NPC32862
Intermediate Similarity	0.7216	NPC475788
Intermediate Similarity	0.7216	NPC475838
Intermediate Similarity	0.7216	NPC125674
Intermediate Similarity	0.7216	NPC272293
Intermediate Similarity	0.7204	NPC255307
Intermediate Similarity	0.7191	NPC192006
Intermediate Similarity	0.7188	NPC179394
Intermediate Similarity	0.7188	NPC313670
Intermediate Similarity	0.7188	NPC474761
Intermediate Similarity	0.7188	NPC476004
Intermediate Similarity	0.7188	NPC144133
Intermediate Similarity	0.7184	NPC80809
Intermediate Similarity	0.7184	NPC181104
Intermediate Similarity	0.7184	NPC201144
Intermediate Similarity	0.7184	NPC475335
Intermediate Similarity	0.7184	NPC475331
Intermediate Similarity	0.7184	NPC288502
Intermediate Similarity	0.7184	NPC121518
Intermediate Similarity	0.7184	NPC103298
Intermediate Similarity	0.7176	NPC4299
Intermediate Similarity	0.7174	NPC250315
Intermediate Similarity	0.7174	NPC472473
Intermediate Similarity	0.7174	NPC169575
Intermediate Similarity	0.7174	NPC40746
Intermediate Similarity	0.7174	NPC473390
Intermediate Similarity	0.7174	NPC52923
Intermediate Similarity	0.7174	NPC131669
Intermediate Similarity	0.7172	NPC476315
Intermediate Similarity	0.7158	NPC473715
Intermediate Similarity	0.7158	NPC309656
Intermediate Similarity	0.7158	NPC475819
Intermediate Similarity	0.7158	NPC79549
Intermediate Similarity	0.7157	NPC475956
Intermediate Similarity	0.7157	NPC118405
Intermediate Similarity	0.7157	NPC252242
Intermediate Similarity	0.7157	NPC303653
Intermediate Similarity	0.7157	NPC70369
Intermediate Similarity	0.7157	NPC197835
Intermediate Similarity	0.7157	NPC140591
Intermediate Similarity	0.7157	NPC214714
Intermediate Similarity	0.7157	NPC200672
Intermediate Similarity	0.7157	NPC291500
Intermediate Similarity	0.7157	NPC189609
Intermediate Similarity	0.7157	NPC86077
Intermediate Similarity	0.7143	NPC472471
Intermediate Similarity	0.7143	NPC474338
Intermediate Similarity	0.7143	NPC315731
Intermediate Similarity	0.7143	NPC184208
Intermediate Similarity	0.7143	NPC24417
Intermediate Similarity	0.7143	NPC8538
Intermediate Similarity	0.7143	NPC474247
Intermediate Similarity	0.7129	NPC70865
Intermediate Similarity	0.7129	NPC244878
Intermediate Similarity	0.7128	NPC47220
Intermediate Similarity	0.7128	NPC64153
Intermediate Similarity	0.7128	NPC67493
Intermediate Similarity	0.7128	NPC186332
Intermediate Similarity	0.7128	NPC305475
Intermediate Similarity	0.7128	NPC475461
Intermediate Similarity	0.7115	NPC243998
Intermediate Similarity	0.7115	NPC54737
Intermediate Similarity	0.7113	NPC473321
Intermediate Similarity	0.7113	NPC472199
Intermediate Similarity	0.7113	NPC155215
Intermediate Similarity	0.7113	NPC221282
Intermediate Similarity	0.7113	NPC30515
Intermediate Similarity	0.7113	NPC274274
Intermediate Similarity	0.7113	NPC473150
Intermediate Similarity	0.7113	NPC294643
Intermediate Similarity	0.7113	NPC184463
Intermediate Similarity	0.7113	NPC472197
Intermediate Similarity	0.7113	NPC208839
Intermediate Similarity	0.7111	NPC164308
Intermediate Similarity	0.71	NPC475894
Intermediate Similarity	0.71	NPC477949

Drug Structure

NPD4250 OpenBabel08211704332D 28 29 0 0 1 0 0 0 0 0999 V2000 -1.6912 -5.3234 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6912 -5.3234 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1912 -4.4573 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6912 -3.5913 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5597 0.6817 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2507 1.6327 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1912 -2.7253 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8906 -0.0615 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9199 2.3759 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6912 -1.8592 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1912 -0.9932 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1693 -0.5227 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3548 1.4555 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6912 -1.8592 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.9125 0.1465 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6912 -0.1272 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.6967 -0.0227 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.0980 0.7863 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.4888 0.9555 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.6108 3.3270 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1912 -0.9932 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.6327 3.5349 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.2800 4.0701 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.5057 1.0600 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.6912 -0.1272 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.9710 5.0212 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 7 1 0 0 0 0 5 6 1 0 0 0 0 5 8 1 0 0 0 0 6 9 1 0 0 0 0 8 15 2 0 0 0 0 9 20 1 0 0 0 0 10 11 2 0 0 0 0 10 14 1 0 0 0 0 12 15 1 0 0 0 0 13 18 1 0 0 0 0 14 7 1 1 0 0 0 14 21 1 0 0 0 0 15 25 1 0 0 0 0 16 11 1 1 0 0 0 16 17 1 0 0 0 0 16 18 1 0 0 0 0 17 12 1 6 0 0 0 17 19 1 0 0 0 0 18 22 1 6 0 0 0 19 13 1 6 0 0 0 19 25 1 0 0 0 0 20 23 2 0 0 0 0 20 24 1 0 0 0 0 21 26 1 0 0 0 0 22 27 1 0 0 0 0 24 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP001213
DrugBank
ChEMBL
IUPHAR/BPS	1915
PharmaGKB
KEGG Drug
PubChem CID	5282411
ChEBI
CAS Number

Drug Properties

Molecular Weight	352.22
ALogP	-2.913
MLogP	3.11
XLogP	2.976
HDA	5
HBD	3
Rotatable Bonds	14
TPSA	86.99
RO5 Violation	0