NPASS drugs

Drug Information

Drug ID:	NPD5785
Drug Name:	Gemeprost
Molecular Formula:	C23H38O5
Canonical SMILES:	CCCCC([C@@H](/C=C/[C@H]1[C@H](O)CC(=O)[C@@H]1CCCC/C=C/C(=O)OC)O)(C)C
Standard InCHI:	InChI=1S/C23H38O5/c1-5-6-15-23(2,3)21(26)14-13-18-17(19(24)16-20(18)25)11-9-7-8-10-12-22(27)28-4/h10,12-14,17-18,20-21,25-26H,5-9,11,15-16H2,1-4H3/b12-10+,14-13+/t17-,18-,20-,21-/m1/s1
Standard InCHIKey:	KYBOHGVERHWSSV-VNIVIJDLSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5785

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	124
0.1-0.2	725
0.2-0.3	3063
0.3-0.4	6669
0.4-0.5	9743
0.5-0.6	5055
0.6-0.7	4302
0.7-0.8	1180
0.8-0.85	24
0.85-0.9	4
0.9-0.95	1
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
High Similarity	0.9048	NPC7414
High Similarity	0.8929	NPC47031
High Similarity	0.881	NPC115418
High Similarity	0.869	NPC201225
High Similarity	0.869	NPC164308
Intermediate Similarity	0.8495	NPC476488
Intermediate Similarity	0.8495	NPC476487
Intermediate Similarity	0.8462	NPC145666
Intermediate Similarity	0.8353	NPC192006
Intermediate Similarity	0.8333	NPC279537
Intermediate Similarity	0.8276	NPC88735
Intermediate Similarity	0.8229	NPC141191
Intermediate Similarity	0.82	NPC91034
Intermediate Similarity	0.8191	NPC167219
Intermediate Similarity	0.8191	NPC65829
Intermediate Similarity	0.8191	NPC53685
Intermediate Similarity	0.8182	NPC309190
Intermediate Similarity	0.8125	NPC477949
Intermediate Similarity	0.8125	NPC169205
Intermediate Similarity	0.8111	NPC261380
Intermediate Similarity	0.8111	NPC125290
Intermediate Similarity	0.8061	NPC171759
Intermediate Similarity	0.8061	NPC477950
Intermediate Similarity	0.8043	NPC476805
Intermediate Similarity	0.8039	NPC47951
Intermediate Similarity	0.8022	NPC261721
Intermediate Similarity	0.8022	NPC315395
Intermediate Similarity	0.8022	NPC316426
Intermediate Similarity	0.8021	NPC185553
Intermediate Similarity	0.7981	NPC191620
Intermediate Similarity	0.798	NPC118405
Intermediate Similarity	0.7979	NPC261607
Intermediate Similarity	0.7979	NPC111114
Intermediate Similarity	0.7979	NPC300312
Intermediate Similarity	0.7979	NPC221282
Intermediate Similarity	0.7978	NPC85772
Intermediate Similarity	0.7957	NPC476388
Intermediate Similarity	0.7957	NPC477215
Intermediate Similarity	0.7941	NPC220155
Intermediate Similarity	0.7938	NPC213947
Intermediate Similarity	0.7938	NPC253826
Intermediate Similarity	0.7938	NPC170143
Intermediate Similarity	0.7938	NPC53844
Intermediate Similarity	0.7938	NPC108475
Intermediate Similarity	0.7935	NPC72513
Intermediate Similarity	0.7931	NPC93763
Intermediate Similarity	0.7931	NPC108816
Intermediate Similarity	0.7931	NPC39547
Intermediate Similarity	0.7931	NPC323249
Intermediate Similarity	0.7931	NPC27949
Intermediate Similarity	0.7931	NPC260814
Intermediate Similarity	0.7917	NPC48803
Intermediate Similarity	0.7917	NPC275960
Intermediate Similarity	0.7917	NPC90121
Intermediate Similarity	0.7917	NPC193645
Intermediate Similarity	0.7917	NPC209355
Intermediate Similarity	0.7912	NPC470755
Intermediate Similarity	0.7912	NPC11804
Intermediate Similarity	0.7895	NPC37816
Intermediate Similarity	0.7895	NPC469645
Intermediate Similarity	0.7895	NPC469692
Intermediate Similarity	0.7889	NPC16488
Intermediate Similarity	0.7889	NPC62214
Intermediate Similarity	0.7889	NPC161045
Intermediate Similarity	0.7885	NPC474315
Intermediate Similarity	0.7879	NPC206079
Intermediate Similarity	0.7872	NPC51486
Intermediate Similarity	0.7872	NPC71533
Intermediate Similarity	0.7872	NPC469368
Intermediate Similarity	0.7872	NPC106510
Intermediate Similarity	0.7865	NPC325031
Intermediate Similarity	0.7865	NPC471325
Intermediate Similarity	0.7857	NPC316598
Intermediate Similarity	0.7857	NPC108368
Intermediate Similarity	0.7857	NPC197386
Intermediate Similarity	0.7857	NPC222011
Intermediate Similarity	0.7857	NPC57079
Intermediate Similarity	0.7857	NPC235464
Intermediate Similarity	0.7857	NPC166745
Intermediate Similarity	0.7849	NPC476803
Intermediate Similarity	0.7841	NPC55304
Intermediate Similarity	0.7841	NPC226226
Intermediate Similarity	0.7841	NPC469620
Intermediate Similarity	0.7841	NPC469690
Intermediate Similarity	0.7835	NPC18019
Intermediate Similarity	0.7835	NPC24956
Intermediate Similarity	0.7826	NPC475461
Intermediate Similarity	0.7826	NPC469483
Intermediate Similarity	0.7826	NPC305475
Intermediate Similarity	0.7816	NPC320630
Intermediate Similarity	0.7816	NPC7563
Intermediate Similarity	0.7816	NPC116177
Intermediate Similarity	0.7812	NPC121825
Intermediate Similarity	0.781	NPC138757
Intermediate Similarity	0.781	NPC123855
Intermediate Similarity	0.781	NPC76550
Intermediate Similarity	0.7802	NPC158756
Intermediate Similarity	0.7802	NPC96259
Intermediate Similarity	0.7802	NPC476804
Intermediate Similarity	0.7802	NPC141193
Intermediate Similarity	0.7802	NPC31086
Intermediate Similarity	0.78	NPC25639
Intermediate Similarity	0.7789	NPC472814
Intermediate Similarity	0.7789	NPC177037
Intermediate Similarity	0.7789	NPC472705
Intermediate Similarity	0.7788	NPC257240
Intermediate Similarity	0.7766	NPC268298
Intermediate Similarity	0.7766	NPC170775
Intermediate Similarity	0.7755	NPC474343
Intermediate Similarity	0.7755	NPC87090
Intermediate Similarity	0.7755	NPC107243
Intermediate Similarity	0.7755	NPC69385
Intermediate Similarity	0.7742	NPC312561
Intermediate Similarity	0.7742	NPC478144
Intermediate Similarity	0.7742	NPC201658
Intermediate Similarity	0.7736	NPC106395
Intermediate Similarity	0.7736	NPC122056
Intermediate Similarity	0.7736	NPC46269
Intermediate Similarity	0.7732	NPC469873
Intermediate Similarity	0.7727	NPC128276
Intermediate Similarity	0.7727	NPC267231
Intermediate Similarity	0.7723	NPC236390
Intermediate Similarity	0.7717	NPC255307
Intermediate Similarity	0.7717	NPC33570
Intermediate Similarity	0.7717	NPC21471
Intermediate Similarity	0.7717	NPC165162
Intermediate Similarity	0.7714	NPC470961
Intermediate Similarity	0.7708	NPC200237
Intermediate Similarity	0.7708	NPC115021
Intermediate Similarity	0.7706	NPC264954
Intermediate Similarity	0.7701	NPC469646
Intermediate Similarity	0.77	NPC469657
Intermediate Similarity	0.77	NPC99411
Intermediate Similarity	0.77	NPC476223
Intermediate Similarity	0.77	NPC244456
Intermediate Similarity	0.77	NPC224720
Intermediate Similarity	0.77	NPC150923
Intermediate Similarity	0.77	NPC195192
Intermediate Similarity	0.77	NPC282524
Intermediate Similarity	0.77	NPC475099
Intermediate Similarity	0.77	NPC476240
Intermediate Similarity	0.77	NPC304738
Intermediate Similarity	0.7692	NPC169575
Intermediate Similarity	0.7692	NPC475941
Intermediate Similarity	0.7692	NPC474901
Intermediate Similarity	0.7692	NPC40746
Intermediate Similarity	0.7685	NPC239273
Intermediate Similarity	0.7685	NPC470492
Intermediate Similarity	0.7684	NPC477149
Intermediate Similarity	0.7684	NPC232426
Intermediate Similarity	0.7684	NPC473448
Intermediate Similarity	0.7684	NPC281942
Intermediate Similarity	0.7684	NPC77337
Intermediate Similarity	0.7684	NPC129419
Intermediate Similarity	0.7684	NPC477147
Intermediate Similarity	0.7677	NPC471610
Intermediate Similarity	0.7677	NPC64742
Intermediate Similarity	0.7677	NPC98868
Intermediate Similarity	0.767	NPC330011
Intermediate Similarity	0.767	NPC329048
Intermediate Similarity	0.7667	NPC316844
Intermediate Similarity	0.7664	NPC67290
Intermediate Similarity	0.7664	NPC133677
Intermediate Similarity	0.7664	NPC67259
Intermediate Similarity	0.7664	NPC147912
Intermediate Similarity	0.7664	NPC138303
Intermediate Similarity	0.766	NPC475819
Intermediate Similarity	0.7653	NPC91771
Intermediate Similarity	0.7653	NPC142529
Intermediate Similarity	0.7653	NPC9812
Intermediate Similarity	0.7653	NPC250757
Intermediate Similarity	0.7653	NPC242848
Intermediate Similarity	0.7653	NPC301534
Intermediate Similarity	0.7653	NPC126156
Intermediate Similarity	0.7653	NPC29152
Intermediate Similarity	0.7647	NPC67076
Intermediate Similarity	0.7647	NPC203659
Intermediate Similarity	0.7647	NPC319163
Intermediate Similarity	0.7642	NPC475524
Intermediate Similarity	0.7642	NPC221144
Intermediate Similarity	0.7642	NPC69291
Intermediate Similarity	0.7642	NPC475970
Intermediate Similarity	0.7642	NPC100267
Intermediate Similarity	0.764	NPC178277
Intermediate Similarity	0.7636	NPC474370
Intermediate Similarity	0.7634	NPC261253
Intermediate Similarity	0.7634	NPC474045
Intermediate Similarity	0.7634	NPC469910
Intermediate Similarity	0.7629	NPC90453
Intermediate Similarity	0.7624	NPC204450
Intermediate Similarity	0.7624	NPC114540
Intermediate Similarity	0.7624	NPC195290
Intermediate Similarity	0.7624	NPC32577
Intermediate Similarity	0.7624	NPC155332
Intermediate Similarity	0.7619	NPC179642
Intermediate Similarity	0.7619	NPC37116
Intermediate Similarity	0.7619	NPC29133
Intermediate Similarity	0.7614	NPC276769
Intermediate Similarity	0.7614	NPC57744
Intermediate Similarity	0.7609	NPC114979

Drug Structure

NPD5785 OpenBabel08211708292D 30 30 0 0 1 0 0 0 0 0999 V2000 -1.6215 -3.7587 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2756 -3.8519 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4666 -4.4396 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1191 7.8492 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2147 -2.8452 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2202 -2.7406 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7248 2.9074 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9328 3.8855 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4680 2.2382 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1896 4.5546 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2601 1.2601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3975 5.5328 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5878 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1810 -1.7226 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3676 -3.5497 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3090 0.9511 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3090 0.9511 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.0000 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.5000 1.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.7688 -2.5316 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.6544 6.2019 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3621 -3.4451 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 2.5388 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.5878 -0.8090 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.7634 -2.4271 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.2967 5.8929 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8623 7.1801 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.5823 -0.7045 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.3511 -3.2361 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 5 1 0 0 0 0 2 23 1 0 0 0 0 3 23 1 0 0 0 0 4 28 1 0 0 0 0 5 6 1 0 0 0 0 6 15 1 0 0 0 0 7 8 1 0 0 0 0 7 9 1 0 0 0 0 8 10 1 0 0 0 0 9 11 1 0 0 0 0 10 12 2 0 0 0 0 12 22 1 0 0 0 0 13 14 2 0 0 0 0 15 23 1 0 0 0 0 16 19 1 0 0 0 0 16 20 1 0 0 0 0 17 11 1 6 0 0 0 17 18 1 0 0 0 0 17 19 1 0 0 0 0 18 13 1 1 0 0 0 18 20 1 0 0 0 0 19 24 2 0 0 0 0 20 25 1 6 0 0 0 21 14 1 1 0 0 0 21 23 1 0 0 0 0 21 26 1 0 0 0 0 22 27 2 0 0 0 0 22 28 1 0 0 0 0 25 29 1 0 0 0 0 26 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNAP001574
DrugBank	DB08964
ChEMBL	CHEMBL1908315
IUPHAR/BPS
PharmaGKB
KEGG Drug	D02073
PubChem CID	5282237
ChEBI	135626
CAS Number	64318-79-2

Drug Properties

Molecular Weight	394.27
ALogP	-0.474
MLogP	3.44
XLogP	4.208
HDA	5
HBD	2
Rotatable Bonds	19
TPSA	83.83
RO5 Violation	1