NPASS drugs

Drug Information

Drug ID:	NPD4249
Drug Name:	Epoprostenol Sodium
Molecular Formula:	C20H32O5.Na
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.[Na+]
Standard InCHI:	InChI=1S/C20H32O5.Na/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);/q;+1/p-1/b11-10+,15-8-;/t14-,16+,17+,18+,19-;/m0./s1
Standard InCHIKey:	LMHIPJMTZHDKEW-XQYLJSSYSA-M
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4249

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	107
0.1-0.2	695
0.2-0.3	2912
0.3-0.4	7052
0.4-0.5	10692
0.5-0.6	6137
0.6-0.7	3000
0.7-0.8	282
0.8-0.85	7
0.85-0.9	5
0.9-0.95	0
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	0.9877	NPC316629
High Similarity	0.8902	NPC316844
High Similarity	0.8765	NPC323249
High Similarity	0.8765	NPC39547
High Similarity	0.8765	NPC260814
High Similarity	0.8765	NPC27949
Intermediate Similarity	0.8452	NPC88735
Intermediate Similarity	0.8235	NPC191711
Intermediate Similarity	0.8085	NPC161493
Intermediate Similarity	0.8065	NPC213698
Intermediate Similarity	0.8065	NPC170120
Intermediate Similarity	0.8	NPC55304
Intermediate Similarity	0.8	NPC226226
Intermediate Similarity	0.7979	NPC213078
Intermediate Similarity	0.7957	NPC127019
Intermediate Similarity	0.7935	NPC475925
Intermediate Similarity	0.7872	NPC67584
Intermediate Similarity	0.7872	NPC52044
Intermediate Similarity	0.7841	NPC128246
Intermediate Similarity	0.7835	NPC150923
Intermediate Similarity	0.7812	NPC221615
Intermediate Similarity	0.7791	NPC201225
Intermediate Similarity	0.7789	NPC24956
Intermediate Similarity	0.7789	NPC18019
Intermediate Similarity	0.7778	NPC278283
Intermediate Similarity	0.7778	NPC477668
Intermediate Similarity	0.7778	NPC184461
Intermediate Similarity	0.7727	NPC7414
Intermediate Similarity	0.7701	NPC115418
Intermediate Similarity	0.7692	NPC475405
Intermediate Similarity	0.7684	NPC304886
Intermediate Similarity	0.7647	NPC279537
Intermediate Similarity	0.764	NPC477667
Intermediate Similarity	0.764	NPC111409
Intermediate Similarity	0.7614	NPC47031
Intermediate Similarity	0.7614	NPC126248
Intermediate Similarity	0.7609	NPC217983
Intermediate Similarity	0.7609	NPC475712
Intermediate Similarity	0.7609	NPC207114
Intermediate Similarity	0.7579	NPC470013
Intermediate Similarity	0.7579	NPC470010
Intermediate Similarity	0.7579	NPC198853
Intermediate Similarity	0.7579	NPC323008
Intermediate Similarity	0.7579	NPC262133
Intermediate Similarity	0.7556	NPC32676
Intermediate Similarity	0.7553	NPC29821
Intermediate Similarity	0.7553	NPC171360
Intermediate Similarity	0.7553	NPC57304
Intermediate Similarity	0.7553	NPC35959
Intermediate Similarity	0.7553	NPC133888
Intermediate Similarity	0.7553	NPC472468
Intermediate Similarity	0.7553	NPC63193
Intermediate Similarity	0.7553	NPC293001
Intermediate Similarity	0.7528	NPC474252
Intermediate Similarity	0.7526	NPC472290
Intermediate Similarity	0.75	NPC477085
Intermediate Similarity	0.7447	NPC19087
Intermediate Similarity	0.7447	NPC475855
Intermediate Similarity	0.7447	NPC37607
Intermediate Similarity	0.7447	NPC35809
Intermediate Similarity	0.7447	NPC297474
Intermediate Similarity	0.7447	NPC472466
Intermediate Similarity	0.7447	NPC54065
Intermediate Similarity	0.7447	NPC216284
Intermediate Similarity	0.7447	NPC301969
Intermediate Similarity	0.7444	NPC116543
Intermediate Similarity	0.7416	NPC470241
Intermediate Similarity	0.7416	NPC52861
Intermediate Similarity	0.7396	NPC90453
Intermediate Similarity	0.7396	NPC472467
Intermediate Similarity	0.7396	NPC477131
Intermediate Similarity	0.7391	NPC187661
Intermediate Similarity	0.7391	NPC478112
Intermediate Similarity	0.7386	NPC475210
Intermediate Similarity	0.7386	NPC86971
Intermediate Similarity	0.7381	NPC477086
Intermediate Similarity	0.7381	NPC477087
Intermediate Similarity	0.7379	NPC117604
Intermediate Similarity	0.7368	NPC184063
Intermediate Similarity	0.7368	NPC131209
Intermediate Similarity	0.7368	NPC133698
Intermediate Similarity	0.7363	NPC475732
Intermediate Similarity	0.7363	NPC476804
Intermediate Similarity	0.7363	NPC212363
Intermediate Similarity	0.7356	NPC474278
Intermediate Similarity	0.734	NPC38392
Intermediate Similarity	0.734	NPC478110
Intermediate Similarity	0.734	NPC215556
Intermediate Similarity	0.734	NPC155935
Intermediate Similarity	0.734	NPC295312
Intermediate Similarity	0.7333	NPC89555
Intermediate Similarity	0.7327	NPC124881
Intermediate Similarity	0.7327	NPC474775
Intermediate Similarity	0.732	NPC472873
Intermediate Similarity	0.732	NPC476053
Intermediate Similarity	0.7312	NPC160138
Intermediate Similarity	0.7312	NPC477959
Intermediate Similarity	0.7312	NPC237540
Intermediate Similarity	0.73	NPC171759
Intermediate Similarity	0.7292	NPC40821
Intermediate Similarity	0.7292	NPC475912
Intermediate Similarity	0.7292	NPC32862
Intermediate Similarity	0.7292	NPC475788
Intermediate Similarity	0.7292	NPC475838
Intermediate Similarity	0.7292	NPC258216
Intermediate Similarity	0.7292	NPC228451
Intermediate Similarity	0.7292	NPC125674
Intermediate Similarity	0.7292	NPC272293
Intermediate Similarity	0.7283	NPC255307
Intermediate Similarity	0.7283	NPC242233
Intermediate Similarity	0.7263	NPC473448
Intermediate Similarity	0.7263	NPC478004
Intermediate Similarity	0.7263	NPC478003
Intermediate Similarity	0.7263	NPC144133
Intermediate Similarity	0.7263	NPC158388
Intermediate Similarity	0.7263	NPC179394
Intermediate Similarity	0.7253	NPC250315
Intermediate Similarity	0.7253	NPC131669
Intermediate Similarity	0.7253	NPC69469
Intermediate Similarity	0.7253	NPC40746
Intermediate Similarity	0.7253	NPC52923
Intermediate Similarity	0.7253	NPC473390
Intermediate Similarity	0.7253	NPC169575
Intermediate Similarity	0.7245	NPC113433
Intermediate Similarity	0.7234	NPC475819
Intermediate Similarity	0.7234	NPC79549
Intermediate Similarity	0.7234	NPC473715
Intermediate Similarity	0.7228	NPC189609
Intermediate Similarity	0.7228	NPC291500
Intermediate Similarity	0.7228	NPC140591
Intermediate Similarity	0.7228	NPC303653
Intermediate Similarity	0.7228	NPC197835
Intermediate Similarity	0.7228	NPC86077
Intermediate Similarity	0.7222	NPC24417
Intermediate Similarity	0.7216	NPC474247
Intermediate Similarity	0.7216	NPC474338
Intermediate Similarity	0.7216	NPC281775
Intermediate Similarity	0.7204	NPC305475
Intermediate Similarity	0.7204	NPC67493
Intermediate Similarity	0.7204	NPC64153
Intermediate Similarity	0.7204	NPC475461
Intermediate Similarity	0.72	NPC70865
Intermediate Similarity	0.7191	NPC321728
Intermediate Similarity	0.7191	NPC164308
Intermediate Similarity	0.7191	NPC139712
Intermediate Similarity	0.7188	NPC473150
Intermediate Similarity	0.7188	NPC294643
Intermediate Similarity	0.7188	NPC473321
Intermediate Similarity	0.7188	NPC155215
Intermediate Similarity	0.7188	NPC274274
Intermediate Similarity	0.7184	NPC243998
Intermediate Similarity	0.7184	NPC54737
Intermediate Similarity	0.7184	NPC60315
Intermediate Similarity	0.7176	NPC67076
Intermediate Similarity	0.7176	NPC319163
Intermediate Similarity	0.7174	NPC53011
Intermediate Similarity	0.7174	NPC191476
Intermediate Similarity	0.7174	NPC96259
Intermediate Similarity	0.7174	NPC158756
Intermediate Similarity	0.7174	NPC16887
Intermediate Similarity	0.7174	NPC141193
Intermediate Similarity	0.7174	NPC295799
Intermediate Similarity	0.7174	NPC194859
Intermediate Similarity	0.7174	NPC37005
Intermediate Similarity	0.7174	NPC224386
Intermediate Similarity	0.7174	NPC472957
Intermediate Similarity	0.7174	NPC165287
Intermediate Similarity	0.7174	NPC472958
Intermediate Similarity	0.7174	NPC154893
Intermediate Similarity	0.7174	NPC114979
Intermediate Similarity	0.7172	NPC477949
Intermediate Similarity	0.7172	NPC471150
Intermediate Similarity	0.7159	NPC476439
Intermediate Similarity	0.7159	NPC84360
Intermediate Similarity	0.7159	NPC7563
Intermediate Similarity	0.7159	NPC116177
Intermediate Similarity	0.7159	NPC320630
Intermediate Similarity	0.7158	NPC473564
Intermediate Similarity	0.7158	NPC93190
Intermediate Similarity	0.7158	NPC50464
Intermediate Similarity	0.7158	NPC474032
Intermediate Similarity	0.7157	NPC475623
Intermediate Similarity	0.7157	NPC473694
Intermediate Similarity	0.7157	NPC475334
Intermediate Similarity	0.7143	NPC220221
Intermediate Similarity	0.7143	NPC469873
Intermediate Similarity	0.7143	NPC36954
Intermediate Similarity	0.7143	NPC229825
Intermediate Similarity	0.7143	NPC37408
Intermediate Similarity	0.7143	NPC270013
Intermediate Similarity	0.7143	NPC54905
Intermediate Similarity	0.7143	NPC314009
Intermediate Similarity	0.7143	NPC14961
Intermediate Similarity	0.7129	NPC20673
Intermediate Similarity	0.7128	NPC24728
Intermediate Similarity	0.7128	NPC86005
Intermediate Similarity	0.7128	NPC191283
Intermediate Similarity	0.7126	NPC217725
Intermediate Similarity	0.7113	NPC179746
Intermediate Similarity	0.7113	NPC295204

Drug Structure

NPD4249 OpenBabel08211704332D 28 28 0 0 1 0 0 0 0 0999 V2000 -1.5157 -4.9282 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5157 -4.9282 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0157 -4.0622 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5157 -3.1961 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7352 1.0768 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4262 2.0279 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0157 -2.3301 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0661 0.3337 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0954 2.7710 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5157 -1.4641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0157 -0.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3448 -0.1275 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1793 1.8506 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5157 -1.4641 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.0880 0.5416 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5157 0.2680 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.5212 0.3725 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.9225 1.1815 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.3133 1.3506 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.7863 3.7221 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0157 -0.5981 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.8082 3.9300 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4555 4.4653 0.0000 O 0 5 0 0 0 0 0 0 0 0 0 0 0.6812 1.4552 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7676 -5.6480 0.0000 Na 0 3 0 0 0 15 0 0 0 0 0 0 -0.5157 0.2680 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 -0.5000 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 27 1 0 0 0 0 22 28 1 0 0 0 0 M CHG 2 24 -1 26 1 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	351.22
ALogP	-3.5908
MLogP	3.11
XLogP	2.495
HDA	5
HBD	2
Rotatable Bonds	14
TPSA	89.82
RO5 Violation	0