NPASS drugs

Drug Information

Drug ID:	NPD5368
Drug Name:	Unoprostone
Molecular Formula:	C22H38O5
Canonical SMILES:	CCCCCCCC(=O)CC[C@H]1[C@H](O)C[C@@H]([C@@H]1C/C=CCCCC(=O)O)O
Standard InCHI:	InChI=1S/C22H38O5/c1-2-3-4-5-8-11-17(23)14-15-19-18(20(24)16-21(19)25)12-9-6-7-10-13-22(26)27/h6,9,18-21,24-25H,2-5,7-8,10-16H2,1H3,(H,26,27)/b9-6-/t18-,19-,20+,21-/m1/s1
Standard InCHIKey:	TVHAZVBUYQMHBC-SNHXEXRGSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; DrugBank

Structural Similarity Between NPASS Natural Products and NPD5368

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	102
0.1-0.2	716
0.2-0.3	3799
0.3-0.4	10765
0.4-0.5	5947
0.5-0.6	5586
0.6-0.7	3630
0.7-0.8	331
0.8-0.85	6
0.85-0.9	7
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	0.9103	NPC88735
High Similarity	0.8718	NPC260814
High Similarity	0.8718	NPC39547
High Similarity	0.8718	NPC323249
High Similarity	0.8718	NPC27949
High Similarity	0.8701	NPC279537
High Similarity	0.8625	NPC47031
High Similarity	0.8519	NPC7414
Intermediate Similarity	0.8395	NPC316844
Intermediate Similarity	0.8375	NPC201225
Intermediate Similarity	0.8272	NPC115418
Intermediate Similarity	0.8148	NPC164308
Intermediate Similarity	0.8025	NPC192006
Intermediate Similarity	0.8022	NPC87090
Intermediate Similarity	0.7952	NPC191711
Intermediate Similarity	0.7901	NPC276769
Intermediate Similarity	0.7895	NPC60120
Intermediate Similarity	0.7816	NPC312215
Intermediate Similarity	0.7816	NPC316629
Intermediate Similarity	0.7778	NPC469646
Intermediate Similarity	0.7778	NPC469514
Intermediate Similarity	0.7766	NPC477356
Intermediate Similarity	0.7753	NPC46281
Intermediate Similarity	0.7742	NPC477355
Intermediate Similarity	0.7727	NPC294480
Intermediate Similarity	0.7727	NPC48866
Intermediate Similarity	0.7727	NPC247406
Intermediate Similarity	0.7701	NPC212843
Intermediate Similarity	0.7684	NPC118405
Intermediate Similarity	0.7683	NPC281296
Intermediate Similarity	0.7667	NPC154101
Intermediate Similarity	0.764	NPC54689
Intermediate Similarity	0.7634	NPC475438
Intermediate Similarity	0.7619	NPC51507
Intermediate Similarity	0.7619	NPC103634
Intermediate Similarity	0.759	NPC218817
Intermediate Similarity	0.759	NPC11796
Intermediate Similarity	0.759	NPC121200
Intermediate Similarity	0.7586	NPC475206
Intermediate Similarity	0.7582	NPC202824
Intermediate Similarity	0.7582	NPC206810
Intermediate Similarity	0.7582	NPC125180
Intermediate Similarity	0.7582	NPC66429
Intermediate Similarity	0.7582	NPC477361
Intermediate Similarity	0.7582	NPC109414
Intermediate Similarity	0.7582	NPC152897
Intermediate Similarity	0.7579	NPC477950
Intermediate Similarity	0.7564	NPC476614
Intermediate Similarity	0.7558	NPC1761
Intermediate Similarity	0.7558	NPC52609
Intermediate Similarity	0.7556	NPC123854
Intermediate Similarity	0.7532	NPC126899
Intermediate Similarity	0.7532	NPC304665
Intermediate Similarity	0.7532	NPC154728
Intermediate Similarity	0.7529	NPC470241
Intermediate Similarity	0.7528	NPC183546
Intermediate Similarity	0.75	NPC473928
Intermediate Similarity	0.75	NPC84185
Intermediate Similarity	0.75	NPC469690
Intermediate Similarity	0.75	NPC82488
Intermediate Similarity	0.75	NPC469620
Intermediate Similarity	0.75	NPC475753
Intermediate Similarity	0.75	NPC308545
Intermediate Similarity	0.75	NPC66677
Intermediate Similarity	0.75	NPC471890
Intermediate Similarity	0.7474	NPC218383
Intermediate Similarity	0.7473	NPC45269
Intermediate Similarity	0.7471	NPC165287
Intermediate Similarity	0.7467	NPC174560
Intermediate Similarity	0.7467	NPC125312
Intermediate Similarity	0.7447	NPC57416
Intermediate Similarity	0.7447	NPC472290
Intermediate Similarity	0.7447	NPC107243
Intermediate Similarity	0.7444	NPC155479
Intermediate Similarity	0.7444	NPC52198
Intermediate Similarity	0.7444	NPC117405
Intermediate Similarity	0.7439	NPC474011
Intermediate Similarity	0.7419	NPC469599
Intermediate Similarity	0.7419	NPC472469
Intermediate Similarity	0.7419	NPC263347
Intermediate Similarity	0.7412	NPC200446
Intermediate Similarity	0.7407	NPC321017
Intermediate Similarity	0.7407	NPC300940
Intermediate Similarity	0.7407	NPC167145
Intermediate Similarity	0.7396	NPC474327
Intermediate Similarity	0.7391	NPC470375
Intermediate Similarity	0.7391	NPC243866
Intermediate Similarity	0.7391	NPC470376
Intermediate Similarity	0.7375	NPC318766
Intermediate Similarity	0.7368	NPC470188
Intermediate Similarity	0.7368	NPC477854
Intermediate Similarity	0.7368	NPC197386
Intermediate Similarity	0.7363	NPC171441
Intermediate Similarity	0.7356	NPC476082
Intermediate Similarity	0.7356	NPC278648
Intermediate Similarity	0.7347	NPC235889
Intermediate Similarity	0.7347	NPC29705
Intermediate Similarity	0.7342	NPC209327
Intermediate Similarity	0.7342	NPC273508
Intermediate Similarity	0.734	NPC477354
Intermediate Similarity	0.734	NPC173272
Intermediate Similarity	0.734	NPC155676
Intermediate Similarity	0.734	NPC477853
Intermediate Similarity	0.7333	NPC243532
Intermediate Similarity	0.7333	NPC475712
Intermediate Similarity	0.732	NPC204450
Intermediate Similarity	0.732	NPC195290
Intermediate Similarity	0.7317	NPC472966
Intermediate Similarity	0.7317	NPC330016
Intermediate Similarity	0.7312	NPC7165
Intermediate Similarity	0.7294	NPC209995
Intermediate Similarity	0.7294	NPC113363
Intermediate Similarity	0.7284	NPC469737
Intermediate Similarity	0.7284	NPC319163
Intermediate Similarity	0.7284	NPC67076
Intermediate Similarity	0.7283	NPC23434
Intermediate Similarity	0.7283	NPC221282
Intermediate Similarity	0.7273	NPC165064
Intermediate Similarity	0.7273	NPC82902
Intermediate Similarity	0.7273	NPC181265
Intermediate Similarity	0.7263	NPC69385
Intermediate Similarity	0.7263	NPC161493
Intermediate Similarity	0.7262	NPC120776
Intermediate Similarity	0.7262	NPC240170
Intermediate Similarity	0.7253	NPC474679
Intermediate Similarity	0.7253	NPC474704
Intermediate Similarity	0.7253	NPC477943
Intermediate Similarity	0.7253	NPC118193
Intermediate Similarity	0.7253	NPC256902
Intermediate Similarity	0.7253	NPC475921
Intermediate Similarity	0.7253	NPC232747
Intermediate Similarity	0.7253	NPC97577
Intermediate Similarity	0.725	NPC250928
Intermediate Similarity	0.725	NPC10758
Intermediate Similarity	0.7245	NPC236390
Intermediate Similarity	0.7245	NPC140723
Intermediate Similarity	0.7241	NPC89555
Intermediate Similarity	0.7241	NPC133844
Intermediate Similarity	0.7237	NPC201939
Intermediate Similarity	0.7234	NPC213698
Intermediate Similarity	0.7234	NPC222845
Intermediate Similarity	0.7234	NPC54905
Intermediate Similarity	0.7234	NPC45324
Intermediate Similarity	0.7234	NPC162001
Intermediate Similarity	0.7234	NPC20546
Intermediate Similarity	0.7234	NPC88310
Intermediate Similarity	0.7234	NPC48330
Intermediate Similarity	0.7234	NPC314009
Intermediate Similarity	0.7234	NPC472932
Intermediate Similarity	0.7229	NPC113639
Intermediate Similarity	0.7229	NPC199445
Intermediate Similarity	0.7229	NPC251435
Intermediate Similarity	0.7229	NPC217725
Intermediate Similarity	0.7222	NPC317590
Intermediate Similarity	0.7222	NPC96496
Intermediate Similarity	0.7222	NPC477959
Intermediate Similarity	0.7222	NPC237540
Intermediate Similarity	0.7222	NPC86005
Intermediate Similarity	0.7222	NPC475405
Intermediate Similarity	0.7216	NPC476240
Intermediate Similarity	0.7216	NPC476223
Intermediate Similarity	0.7216	NPC224720
Intermediate Similarity	0.7215	NPC271921
Intermediate Similarity	0.7215	NPC127091
Intermediate Similarity	0.7215	NPC104537
Intermediate Similarity	0.7215	NPC22101
Intermediate Similarity	0.7215	NPC148192
Intermediate Similarity	0.7215	NPC330426
Intermediate Similarity	0.7204	NPC25750
Intermediate Similarity	0.72	NPC44063
Intermediate Similarity	0.7191	NPC329738
Intermediate Similarity	0.7191	NPC36350
Intermediate Similarity	0.7191	NPC202868
Intermediate Similarity	0.7191	NPC474218
Intermediate Similarity	0.7191	NPC28887
Intermediate Similarity	0.7188	NPC222011
Intermediate Similarity	0.7179	NPC474304
Intermediate Similarity	0.7179	NPC474329
Intermediate Similarity	0.7176	NPC127526
Intermediate Similarity	0.7176	NPC469495
Intermediate Similarity	0.7174	NPC477711
Intermediate Similarity	0.7174	NPC320026
Intermediate Similarity	0.7174	NPC473448
Intermediate Similarity	0.7159	NPC475622
Intermediate Similarity	0.7159	NPC111409
Intermediate Similarity	0.7159	NPC69469
Intermediate Similarity	0.7159	NPC11620
Intermediate Similarity	0.7159	NPC108045
Intermediate Similarity	0.7158	NPC213078
Intermediate Similarity	0.7158	NPC42042
Intermediate Similarity	0.7158	NPC49371
Intermediate Similarity	0.7158	NPC185553
Intermediate Similarity	0.7158	NPC471153
Intermediate Similarity	0.7143	NPC193934
Intermediate Similarity	0.7143	NPC271980
Intermediate Similarity	0.7143	NPC471757
Intermediate Similarity	0.7143	NPC266119
Intermediate Similarity	0.7143	NPC477710
Intermediate Similarity	0.7143	NPC78127
Intermediate Similarity	0.7143	NPC105725

Drug Structure

NPD5368 OpenBabel08211706322D 30 30 0 0 1 0 0 0 0 0999 V2000 9.2800 2.3884 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5369 1.7192 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5858 2.0282 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8427 1.3591 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8916 1.6681 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3135 3.3659 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7202 4.2795 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1485 0.9990 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6810 3.2614 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7147 4.3840 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1974 1.3080 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0878 2.3479 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1215 5.2976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5032 0.9479 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7601 0.2788 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8090 0.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4543 0.6389 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 1.5388 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8090 0.5878 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.5000 1.5388 0.0000 C 0 0 1 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 -3.1160 5.4021 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6622 -0.3393 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.0878 2.3479 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.7038 4.5931 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.5227 6.3156 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.0823 2.2433 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.5172 6.4202 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 5 1 0 0 0 0 5 8 1 0 0 0 0 6 7 1 0 0 0 0 6 9 2 0 0 0 0 7 10 1 0 0 0 0 8 11 1 0 0 0 0 9 12 1 0 0 0 0 10 13 1 0 0 0 0 11 17 1 0 0 0 0 13 22 1 0 0 0 0 14 15 1 0 0 0 0 14 17 1 0 0 0 0 16 20 1 0 0 0 0 16 21 1 0 0 0 0 17 23 2 0 0 0 0 18 12 1 6 0 0 0 18 19 1 0 0 0 0 18 20 1 0 0 0 0 19 15 1 1 0 0 0 19 21 1 0 0 0 0 20 24 1 6 0 0 0 21 25 1 6 0 0 0 22 26 2 0 0 0 0 22 27 1 0 0 0 0 24 28 1 0 0 0 0 25 29 1 0 0 0 0 27 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB012211
DrugBank	DB06826
ChEMBL	CHEMBL1201407
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI	39455
CAS Number	120373-36-6

Drug Properties

Molecular Weight	382.27
ALogP	-2.9561
MLogP	3.33
XLogP	4.186
HDA	5
HBD	3
Rotatable Bonds	19
TPSA	94.83
RO5 Violation	1