NPASS drugs

Drug Information

Drug ID:	NPD5362
Drug Name:	clinprost
Molecular Formula:	C22H36O4
Canonical SMILES:	CCCCC[C@@H](/C=C/[C@H]1[C@H](O)C[C@H]2[C@@H]1CC(=C2)CCCCC(=O)OC)O
Standard InCHI:	InChI=1S/C22H36O4/c1-3-4-5-9-18(23)11-12-19-20-14-16(13-17(20)15-21(19)24)8-6-7-10-22(25)26-2/h11-13,17-21,23-24H,3-10,14-15H2,1-2H3/b12-11+/t17-,18-,19+,20-,21+/m0/s1
Standard InCHIKey:	QIGRQPVOWVHYBT-KABTVRTISA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5362

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	103
0.1-0.2	610
0.2-0.3	3046
0.3-0.4	9567
0.4-0.5	7574
0.5-0.6	5088
0.6-0.7	4149
0.7-0.8	736
0.8-0.85	6
0.85-0.9	10
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	0.9	NPC88735
High Similarity	0.8889	NPC7414
High Similarity	0.8846	NPC279537
High Similarity	0.8765	NPC47031
High Similarity	0.8642	NPC115418
High Similarity	0.8625	NPC323249
High Similarity	0.8625	NPC39547
High Similarity	0.8625	NPC260814
High Similarity	0.8625	NPC27949
High Similarity	0.8537	NPC316844
High Similarity	0.8519	NPC201225
Intermediate Similarity	0.8395	NPC192006
Intermediate Similarity	0.8391	NPC477215
Intermediate Similarity	0.8391	NPC476388
Intermediate Similarity	0.8161	NPC316629
Intermediate Similarity	0.8132	NPC472469
Intermediate Similarity	0.8022	NPC90453
Intermediate Similarity	0.7978	NPC232747
Intermediate Similarity	0.7957	NPC475894
Intermediate Similarity	0.7957	NPC107243
Intermediate Similarity	0.7955	NPC128644
Intermediate Similarity	0.7955	NPC237540
Intermediate Similarity	0.7949	NPC224532
Intermediate Similarity	0.7907	NPC472473
Intermediate Similarity	0.7889	NPC472466
Intermediate Similarity	0.7882	NPC472471
Intermediate Similarity	0.7882	NPC191711
Intermediate Similarity	0.7865	NPC294480
Intermediate Similarity	0.7857	NPC164308
Intermediate Similarity	0.7831	NPC476439
Intermediate Similarity	0.7826	NPC7165
Intermediate Similarity	0.7816	NPC165064
Intermediate Similarity	0.7802	NPC472468
Intermediate Similarity	0.7802	NPC45269
Intermediate Similarity	0.7778	NPC310236
Intermediate Similarity	0.7778	NPC155479
Intermediate Similarity	0.7766	NPC161493
Intermediate Similarity	0.7766	NPC469432
Intermediate Similarity	0.7766	NPC57416
Intermediate Similarity	0.7753	NPC312215
Intermediate Similarity	0.775	NPC4299
Intermediate Similarity	0.7742	NPC476488
Intermediate Similarity	0.7742	NPC67584
Intermediate Similarity	0.7742	NPC476487
Intermediate Similarity	0.7742	NPC54905
Intermediate Similarity	0.7742	NPC314009
Intermediate Similarity	0.7742	NPC52044
Intermediate Similarity	0.7727	NPC269638
Intermediate Similarity	0.7727	NPC125290
Intermediate Similarity	0.7717	NPC37816
Intermediate Similarity	0.7711	NPC61863
Intermediate Similarity	0.7711	NPC12740
Intermediate Similarity	0.7711	NPC110461
Intermediate Similarity	0.7701	NPC477667
Intermediate Similarity	0.7692	NPC37607
Intermediate Similarity	0.7692	NPC46281
Intermediate Similarity	0.7692	NPC477147
Intermediate Similarity	0.7692	NPC123854
Intermediate Similarity	0.7692	NPC301969
Intermediate Similarity	0.7692	NPC477149
Intermediate Similarity	0.7684	NPC166745
Intermediate Similarity	0.7684	NPC197386
Intermediate Similarity	0.7684	NPC471610
Intermediate Similarity	0.7684	NPC235464
Intermediate Similarity	0.7683	NPC227396
Intermediate Similarity	0.7674	NPC52861
Intermediate Similarity	0.7674	NPC470241
Intermediate Similarity	0.7674	NPC325031
Intermediate Similarity	0.7667	NPC183546
Intermediate Similarity	0.7667	NPC48866
Intermediate Similarity	0.7667	NPC193843
Intermediate Similarity	0.7667	NPC249889
Intermediate Similarity	0.7667	NPC247406
Intermediate Similarity	0.766	NPC213078
Intermediate Similarity	0.7654	NPC67076
Intermediate Similarity	0.7654	NPC319163
Intermediate Similarity	0.7647	NPC89128
Intermediate Similarity	0.764	NPC477668
Intermediate Similarity	0.764	NPC116575
Intermediate Similarity	0.764	NPC212843
Intermediate Similarity	0.7634	NPC262133
Intermediate Similarity	0.7634	NPC472467
Intermediate Similarity	0.7634	NPC470010
Intermediate Similarity	0.7634	NPC470013
Intermediate Similarity	0.7634	NPC198853
Intermediate Similarity	0.7634	NPC53685
Intermediate Similarity	0.7634	NPC323008
Intermediate Similarity	0.7629	NPC118405
Intermediate Similarity	0.7625	NPC101622
Intermediate Similarity	0.7619	NPC7563
Intermediate Similarity	0.7619	NPC116177
Intermediate Similarity	0.7619	NPC320630
Intermediate Similarity	0.7619	NPC276769
Intermediate Similarity	0.7619	NPC107668
Intermediate Similarity	0.7614	NPC476804
Intermediate Similarity	0.7614	NPC165287
Intermediate Similarity	0.7614	NPC295799
Intermediate Similarity	0.7614	NPC474776
Intermediate Similarity	0.7609	NPC154101
Intermediate Similarity	0.7609	NPC475925
Intermediate Similarity	0.7595	NPC26500
Intermediate Similarity	0.7595	NPC99619
Intermediate Similarity	0.759	NPC113639
Intermediate Similarity	0.7586	NPC89555
Intermediate Similarity	0.7582	NPC307092
Intermediate Similarity	0.7582	NPC51358
Intermediate Similarity	0.7582	NPC214387
Intermediate Similarity	0.7582	NPC268298
Intermediate Similarity	0.7582	NPC170775
Intermediate Similarity	0.7582	NPC2983
Intermediate Similarity	0.7579	NPC477949
Intermediate Similarity	0.7579	NPC475438
Intermediate Similarity	0.7558	NPC472470
Intermediate Similarity	0.7556	NPC86005
Intermediate Similarity	0.7556	NPC167877
Intermediate Similarity	0.7556	NPC477959
Intermediate Similarity	0.7553	NPC20546
Intermediate Similarity	0.7553	NPC170120
Intermediate Similarity	0.7553	NPC304886
Intermediate Similarity	0.7553	NPC213698
Intermediate Similarity	0.7553	NPC469599
Intermediate Similarity	0.7551	NPC236390
Intermediate Similarity	0.7531	NPC318766
Intermediate Similarity	0.7529	NPC121200
Intermediate Similarity	0.7529	NPC108816
Intermediate Similarity	0.7529	NPC267231
Intermediate Similarity	0.7529	NPC93763
Intermediate Similarity	0.7529	NPC172066
Intermediate Similarity	0.7528	NPC255307
Intermediate Similarity	0.7528	NPC283733
Intermediate Similarity	0.7527	NPC472942
Intermediate Similarity	0.7527	NPC243866
Intermediate Similarity	0.7526	NPC150923
Intermediate Similarity	0.7526	NPC99411
Intermediate Similarity	0.75	NPC129419
Intermediate Similarity	0.75	NPC111409
Intermediate Similarity	0.75	NPC48647
Intermediate Similarity	0.75	NPC310643
Intermediate Similarity	0.75	NPC469646
Intermediate Similarity	0.75	NPC320026
Intermediate Similarity	0.75	NPC69622
Intermediate Similarity	0.75	NPC69469
Intermediate Similarity	0.75	NPC221615
Intermediate Similarity	0.75	NPC473448
Intermediate Similarity	0.75	NPC472472
Intermediate Similarity	0.75	NPC128246
Intermediate Similarity	0.7474	NPC328371
Intermediate Similarity	0.7474	NPC155676
Intermediate Similarity	0.7474	NPC322063
Intermediate Similarity	0.7473	NPC26078
Intermediate Similarity	0.7473	NPC473658
Intermediate Similarity	0.7473	NPC91248
Intermediate Similarity	0.7473	NPC472870
Intermediate Similarity	0.7471	NPC126248
Intermediate Similarity	0.747	NPC472966
Intermediate Similarity	0.7449	NPC204450
Intermediate Similarity	0.7449	NPC195290
Intermediate Similarity	0.7447	NPC469406
Intermediate Similarity	0.7447	NPC477131
Intermediate Similarity	0.7447	NPC127019
Intermediate Similarity	0.7444	NPC475461
Intermediate Similarity	0.7444	NPC155011
Intermediate Similarity	0.7444	NPC202394
Intermediate Similarity	0.7444	NPC305475
Intermediate Similarity	0.7444	NPC469994
Intermediate Similarity	0.7442	NPC226226
Intermediate Similarity	0.7442	NPC55304
Intermediate Similarity	0.7439	NPC472254
Intermediate Similarity	0.7426	NPC220155
Intermediate Similarity	0.7423	NPC266955
Intermediate Similarity	0.7423	NPC218383
Intermediate Similarity	0.7419	NPC131209
Intermediate Similarity	0.7419	NPC111114
Intermediate Similarity	0.7419	NPC261607
Intermediate Similarity	0.7419	NPC133698
Intermediate Similarity	0.7419	NPC290651
Intermediate Similarity	0.7419	NPC300312
Intermediate Similarity	0.7419	NPC221282
Intermediate Similarity	0.7416	NPC82297
Intermediate Similarity	0.7416	NPC263974
Intermediate Similarity	0.7416	NPC191476
Intermediate Similarity	0.7416	NPC96259
Intermediate Similarity	0.7416	NPC475732
Intermediate Similarity	0.7416	NPC476038
Intermediate Similarity	0.7416	NPC114979
Intermediate Similarity	0.7416	NPC141193
Intermediate Similarity	0.7416	NPC156485
Intermediate Similarity	0.7416	NPC194937
Intermediate Similarity	0.7412	NPC281296
Intermediate Similarity	0.7407	NPC469677
Intermediate Similarity	0.7407	NPC22301
Intermediate Similarity	0.7403	NPC174560
Intermediate Similarity	0.7403	NPC201939
Intermediate Similarity	0.7403	NPC125312
Intermediate Similarity	0.7396	NPC18319
Intermediate Similarity	0.7396	NPC69385
Intermediate Similarity	0.7396	NPC87090
Intermediate Similarity	0.7391	NPC212598
Intermediate Similarity	0.7391	NPC212664
Intermediate Similarity	0.7391	NPC215029

Drug Structure

NPD5362 OpenBabel08211706322D 28 29 0 0 1 0 0 0 0 0999 V2000 0.2093 -6.2424 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6050 7.1712 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2093 -6.2424 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7093 -5.3764 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2093 -4.5104 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2157 3.0396 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8848 3.7828 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5247 2.0886 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7093 -3.6443 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5758 4.7338 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2093 -2.7783 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2907 -1.9123 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1390 1.4500 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0635 0.3673 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4117 0.0364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8556 1.3454 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5457 0.5364 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.2093 -2.7783 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.2093 -1.0462 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.1974 -0.1327 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.2038 -0.9417 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.2449 5.4770 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7093 -1.9123 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 -3.2231 5.2691 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.9359 6.4280 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.2093 -1.0462 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 1 3 1 0 0 0 0 2 26 1 0 0 0 0 3 4 1 0 0 0 0 4 5 1 0 0 0 0 5 9 1 0 0 0 0 6 7 1 0 0 0 0 6 8 1 0 0 0 0 7 10 1 0 0 0 0 8 16 1 0 0 0 0 10 22 1 0 0 0 0 11 12 2 0 0 0 0 11 18 1 0 0 0 0 13 16 2 0 0 0 0 14 16 1 0 0 0 0 15 17 1 0 0 0 0 15 21 1 0 0 0 0 17 13 1 1 0 0 0 17 20 1 0 0 0 0 18 9 1 1 0 0 0 18 23 1 0 0 0 0 19 12 1 6 0 0 0 19 20 1 0 0 0 0 19 21 1 0 0 0 0 20 14 1 1 0 0 0 21 24 1 1 0 0 0 22 25 2 0 0 0 0 22 26 1 0 0 0 0 23 27 1 0 0 0 0 24 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB013589
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	364.26
ALogP	-2.1912
MLogP	3.44
XLogP	4.317
HDA	4
HBD	2
Rotatable Bonds	16
TPSA	66.76
RO5 Violation	1