NPASS drugs

Drug Information

Drug ID:	NPD5369
Drug Name:	Misoprostol (Methyl Ester); Misoprostol
Molecular Formula:	C22H38O5
Canonical SMILES:	CCCCC(C/C=C/[C@H]1[C@H](O)CC(=O)[C@@H]1CCCCCCC(=O)OC)(O)C
Standard InCHI:	InChI=1S/C22H38O5/c1-4-5-14-22(2,26)15-10-12-18-17(19(23)16-20(18)24)11-8-6-7-9-13-21(25)27-3/h10,12,17-18,20,24,26H,4-9,11,13-16H2,1-3H3/b12-10+/t17-,18-,20-,22?/m1/s1
Standard InCHIKey:	OJLOPKGSLYJEMD-URPKTTJQSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD5369

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	110
0.1-0.2	695
0.2-0.3	3571
0.3-0.4	10118
0.4-0.5	6634
0.5-0.6	5129
0.6-0.7	4092
0.7-0.8	527
0.8-0.85	7
0.85-0.9	4
0.9-0.95	3
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	0.9359	NPC7414
High Similarity	0.9231	NPC47031
High Similarity	0.9103	NPC115418
High Similarity	0.8974	NPC164308
High Similarity	0.8974	NPC201225
High Similarity	0.859	NPC279537
High Similarity	0.8519	NPC88735
Intermediate Similarity	0.8148	NPC27949
Intermediate Similarity	0.8148	NPC260814
Intermediate Similarity	0.8148	NPC39547
Intermediate Similarity	0.8148	NPC218817
Intermediate Similarity	0.8148	NPC11796
Intermediate Similarity	0.8148	NPC323249
Intermediate Similarity	0.8072	NPC191711
Intermediate Similarity	0.7927	NPC192006
Intermediate Similarity	0.7907	NPC125290
Intermediate Similarity	0.7901	NPC469514
Intermediate Similarity	0.7857	NPC316844
Intermediate Similarity	0.7841	NPC294480
Intermediate Similarity	0.7805	NPC281296
Intermediate Similarity	0.7778	NPC154101
Intermediate Similarity	0.775	NPC167145
Intermediate Similarity	0.7742	NPC107243
Intermediate Similarity	0.7742	NPC87090
Intermediate Similarity	0.7742	NPC475438
Intermediate Similarity	0.7742	NPC57416
Intermediate Similarity	0.7727	NPC312215
Intermediate Similarity	0.7722	NPC42526
Intermediate Similarity	0.7717	NPC314009
Intermediate Similarity	0.7717	NPC263347
Intermediate Similarity	0.7717	NPC469599
Intermediate Similarity	0.7717	NPC54905
Intermediate Similarity	0.7711	NPC121200
Intermediate Similarity	0.7692	NPC319007
Intermediate Similarity	0.7674	NPC62214
Intermediate Similarity	0.7667	NPC123854
Intermediate Similarity	0.7667	NPC46281
Intermediate Similarity	0.7654	NPC472966
Intermediate Similarity	0.7654	NPC330016
Intermediate Similarity	0.764	NPC247406
Intermediate Similarity	0.764	NPC48866
Intermediate Similarity	0.764	NPC183546
Intermediate Similarity	0.7619	NPC82488
Intermediate Similarity	0.7619	NPC308545
Intermediate Similarity	0.7619	NPC113363
Intermediate Similarity	0.7614	NPC212843
Intermediate Similarity	0.7609	NPC7165
Intermediate Similarity	0.76	NPC201939
Intermediate Similarity	0.7595	NPC199557
Intermediate Similarity	0.759	NPC276769
Intermediate Similarity	0.7586	NPC165287
Intermediate Similarity	0.7582	NPC45269
Intermediate Similarity	0.7564	NPC60120
Intermediate Similarity	0.7561	NPC251435
Intermediate Similarity	0.7561	NPC324762
Intermediate Similarity	0.7561	NPC113639
Intermediate Similarity	0.7561	NPC199445
Intermediate Similarity	0.7556	NPC155479
Intermediate Similarity	0.7556	NPC54689
Intermediate Similarity	0.7553	NPC477949
Intermediate Similarity	0.7553	NPC469432
Intermediate Similarity	0.7529	NPC103634
Intermediate Similarity	0.7529	NPC200446
Intermediate Similarity	0.7528	NPC316629
Intermediate Similarity	0.7528	NPC96496
Intermediate Similarity	0.7527	NPC472469
Intermediate Similarity	0.7527	NPC20546
Intermediate Similarity	0.7527	NPC476487
Intermediate Similarity	0.7527	NPC476488
Intermediate Similarity	0.75	NPC475206
Intermediate Similarity	0.75	NPC261380
Intermediate Similarity	0.75	NPC66429
Intermediate Similarity	0.75	NPC477950
Intermediate Similarity	0.75	NPC318766
Intermediate Similarity	0.75	NPC152897
Intermediate Similarity	0.75	NPC477356
Intermediate Similarity	0.75	NPC243866
Intermediate Similarity	0.75	NPC472955
Intermediate Similarity	0.7474	NPC477854
Intermediate Similarity	0.7474	NPC477355
Intermediate Similarity	0.7471	NPC108045
Intermediate Similarity	0.7471	NPC475622
Intermediate Similarity	0.7471	NPC1761
Intermediate Similarity	0.7471	NPC52609
Intermediate Similarity	0.7471	NPC477373
Intermediate Similarity	0.747	NPC474447
Intermediate Similarity	0.7468	NPC476614
Intermediate Similarity	0.7467	NPC243532
Intermediate Similarity	0.7447	NPC155676
Intermediate Similarity	0.7447	NPC471153
Intermediate Similarity	0.7444	NPC475712
Intermediate Similarity	0.7444	NPC476708
Intermediate Similarity	0.7444	NPC328313
Intermediate Similarity	0.7442	NPC470241
Intermediate Similarity	0.7436	NPC154728
Intermediate Similarity	0.7436	NPC126899
Intermediate Similarity	0.7436	NPC304665
Intermediate Similarity	0.7423	NPC118405
Intermediate Similarity	0.7416	NPC475753
Intermediate Similarity	0.7416	NPC261721
Intermediate Similarity	0.7412	NPC209995
Intermediate Similarity	0.7391	NPC111114
Intermediate Similarity	0.7391	NPC261607
Intermediate Similarity	0.7391	NPC300312
Intermediate Similarity	0.7386	NPC474776
Intermediate Similarity	0.7386	NPC475732
Intermediate Similarity	0.7386	NPC156485
Intermediate Similarity	0.7386	NPC295799
Intermediate Similarity	0.7381	NPC476264
Intermediate Similarity	0.7381	NPC122847
Intermediate Similarity	0.7381	NPC476325
Intermediate Similarity	0.7381	NPC469867
Intermediate Similarity	0.7375	NPC144511
Intermediate Similarity	0.7375	NPC296522
Intermediate Similarity	0.7368	NPC475894
Intermediate Similarity	0.7368	NPC174560
Intermediate Similarity	0.7368	NPC125312
Intermediate Similarity	0.7368	NPC161493
Intermediate Similarity	0.7363	NPC97577
Intermediate Similarity	0.7363	NPC117405
Intermediate Similarity	0.7363	NPC256902
Intermediate Similarity	0.7363	NPC476733
Intermediate Similarity	0.7363	NPC52198
Intermediate Similarity	0.7363	NPC474570
Intermediate Similarity	0.7363	NPC118193
Intermediate Similarity	0.7363	NPC215029
Intermediate Similarity	0.7356	NPC85772
Intermediate Similarity	0.7356	NPC89555
Intermediate Similarity	0.7349	NPC60718
Intermediate Similarity	0.7349	NPC77501
Intermediate Similarity	0.734	NPC52044
Intermediate Similarity	0.734	NPC213698
Intermediate Similarity	0.734	NPC67584
Intermediate Similarity	0.734	NPC88310
Intermediate Similarity	0.7333	NPC472481
Intermediate Similarity	0.7333	NPC128644
Intermediate Similarity	0.7333	NPC201658
Intermediate Similarity	0.7333	NPC86005
Intermediate Similarity	0.7333	NPC72513
Intermediate Similarity	0.7333	NPC472484
Intermediate Similarity	0.7333	NPC167877
Intermediate Similarity	0.7333	NPC179659
Intermediate Similarity	0.7333	NPC472482
Intermediate Similarity	0.7333	NPC237540
Intermediate Similarity	0.7333	NPC475405
Intermediate Similarity	0.7333	NPC134197
Intermediate Similarity	0.7333	NPC477959
Intermediate Similarity	0.7333	NPC471738
Intermediate Similarity	0.7326	NPC156658
Intermediate Similarity	0.7326	NPC51507
Intermediate Similarity	0.7326	NPC469920
Intermediate Similarity	0.7326	NPC472948
Intermediate Similarity	0.7326	NPC258965
Intermediate Similarity	0.7317	NPC474543
Intermediate Similarity	0.7317	NPC472956
Intermediate Similarity	0.7317	NPC238425
Intermediate Similarity	0.7317	NPC472018
Intermediate Similarity	0.7317	NPC321017
Intermediate Similarity	0.7312	NPC202824
Intermediate Similarity	0.7312	NPC109414
Intermediate Similarity	0.7312	NPC477361
Intermediate Similarity	0.7312	NPC206810
Intermediate Similarity	0.7312	NPC470375
Intermediate Similarity	0.7312	NPC470376
Intermediate Similarity	0.7303	NPC329738
Intermediate Similarity	0.7303	NPC474218
Intermediate Similarity	0.7294	NPC469495
Intermediate Similarity	0.7294	NPC267231
Intermediate Similarity	0.7292	NPC470188
Intermediate Similarity	0.7284	NPC475310
Intermediate Similarity	0.7283	NPC158388
Intermediate Similarity	0.7283	NPC2946
Intermediate Similarity	0.7283	NPC316228
Intermediate Similarity	0.7283	NPC478003
Intermediate Similarity	0.7283	NPC37607
Intermediate Similarity	0.7283	NPC478004
Intermediate Similarity	0.7283	NPC145666
Intermediate Similarity	0.7283	NPC301969
Intermediate Similarity	0.7283	NPC320026
Intermediate Similarity	0.7273	NPC16488
Intermediate Similarity	0.7273	NPC111409
Intermediate Similarity	0.7273	NPC477785
Intermediate Similarity	0.7273	NPC477852
Intermediate Similarity	0.7273	NPC69469
Intermediate Similarity	0.7273	NPC309190
Intermediate Similarity	0.7273	NPC477786
Intermediate Similarity	0.7273	NPC475989
Intermediate Similarity	0.7273	NPC477784
Intermediate Similarity	0.7263	NPC322063
Intermediate Similarity	0.7263	NPC213078
Intermediate Similarity	0.7263	NPC477853
Intermediate Similarity	0.7262	NPC239127
Intermediate Similarity	0.7262	NPC266119
Intermediate Similarity	0.7262	NPC469646
Intermediate Similarity	0.7253	NPC53158
Intermediate Similarity	0.7253	NPC476805
Intermediate Similarity	0.7253	NPC476803
Intermediate Similarity	0.7253	NPC476706
Intermediate Similarity	0.7253	NPC476707
Intermediate Similarity	0.725	NPC209327

Drug Structure

NPD5369 OpenBabel08211706322D 29 29 0 0 1 0 0 0 0 0999 V2000 -5.8392 -2.0464 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9601 -3.3546 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9195 3.0167 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4324 -2.9600 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4379 -3.0645 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2981 -0.7420 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2926 -0.6375 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8913 -1.6555 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6993 0.2761 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2733 -1.6555 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8968 -1.7601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2788 -1.7601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6938 0.3806 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8501 -2.2555 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8611 -2.4646 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 1.3090 -0.9511 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.3090 -0.9511 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.6180 0.0000 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 6.1006 1.2941 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8556 -2.3600 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 2.5691 0.3090 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.9511 0.3090 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.0951 1.3987 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.7511 -1.3655 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.5128 2.1032 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.1590 1.2872 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.8375 -0.9588 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 2 22 1 0 0 0 0 3 27 1 0 0 0 0 4 5 1 0 0 0 0 5 14 1 0 0 0 0 6 7 1 0 0 0 0 6 8 1 0 0 0 0 7 9 1 0 0 0 0 8 11 1 0 0 0 0 9 13 1 0 0 0 0 10 12 2 0 0 0 0 10 15 1 0 0 0 0 13 21 1 0 0 0 0 14 22 1 0 0 0 0 15 22 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 12 1 1 0 0 0 18 20 1 0 0 0 0 19 23 2 0 0 0 0 20 24 1 6 0 0 0 21 25 2 0 0 0 0 21 27 1 0 0 0 0 22 26 1 0 0 0 0 24 28 1 0 0 0 0 26 29 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000358
DrugBank	DB05379
ChEMBL
IUPHAR/BPS	1936
PharmaGKB
KEGG Drug
PubChem CID	5282381
ChEBI
CAS Number

Drug Properties

Molecular Weight	382.27
ALogP	-2.0855
MLogP	3.33
XLogP	3.567
HDA	5
HBD	2
Rotatable Bonds	19
TPSA	83.83
RO5 Violation	1