NPASS drugs

Drug Information

Drug ID:	NPD5707
Drug Name:	Norgestimate
Molecular Formula:	C23H31NO3
Canonical SMILES:	O/N=C/1CC[C@H]2C(=C1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@]2(C#C)OC(=O)C)CC
Standard InCHI:	InChI=1S/C23H31NO3/c1-4-22-12-10-19-18-9-7-17(24-26)14-16(18)6-8-20(19)21(22)11-13-23(22,5-2)27-15(3)25/h2,14,18-21,26H,4,6-13H2,1,3H3/b24-17+/t18-,19+,20+,21-,22-,23-/m0/s1
Standard InCHIKey:	KIQQMECNKUGGKA-NMYWJIRASA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD5707

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	64
0.1-0.2	619
0.2-0.3	5662
0.3-0.4	13327
0.4-0.5	5541
0.5-0.6	4966
0.6-0.7	704
0.7-0.8	7
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
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
Intermediate Similarity	0.7273	NPC474964
Intermediate Similarity	0.7273	NPC477288
Intermediate Similarity	0.7204	NPC44083
Intermediate Similarity	0.7204	NPC153987
Intermediate Similarity	0.72	NPC476064
Intermediate Similarity	0.7083	NPC477852
Intermediate Similarity	0.7	NPC305039
Remote Similarity	0.6944	NPC119329
Remote Similarity	0.6939	NPC323765
Remote Similarity	0.69	NPC28227
Remote Similarity	0.69	NPC470612
Remote Similarity	0.69	NPC470613
Remote Similarity	0.6875	NPC150506
Remote Similarity	0.6875	NPC147066
Remote Similarity	0.6869	NPC474970
Remote Similarity	0.6869	NPC195640
Remote Similarity	0.6869	NPC286153
Remote Similarity	0.6832	NPC473647
Remote Similarity	0.6832	NPC215029
Remote Similarity	0.6832	NPC476733
Remote Similarity	0.6804	NPC193347
Remote Similarity	0.6768	NPC470223
Remote Similarity	0.6762	NPC322063
Remote Similarity	0.6735	NPC139206
Remote Similarity	0.6731	NPC472224
Remote Similarity	0.6731	NPC472223
Remote Similarity	0.6703	NPC475728
Remote Similarity	0.6701	NPC201912
Remote Similarity	0.6701	NPC38350
Remote Similarity	0.67	NPC264127
Remote Similarity	0.6699	NPC177641
Remote Similarity	0.6699	NPC154101
Remote Similarity	0.6698	NPC240650
Remote Similarity	0.6667	NPC477371
Remote Similarity	0.6667	NPC474570
Remote Similarity	0.6667	NPC144258
Remote Similarity	0.6667	NPC469599
Remote Similarity	0.6636	NPC181147
Remote Similarity	0.6635	NPC473678
Remote Similarity	0.6634	NPC478104
Remote Similarity	0.6634	NPC136948
Remote Similarity	0.6633	NPC320514
Remote Similarity	0.6633	NPC260956
Remote Similarity	0.6604	NPC304899
Remote Similarity	0.6604	NPC253115
Remote Similarity	0.6602	NPC471896
Remote Similarity	0.66	NPC474349
Remote Similarity	0.66	NPC29447
Remote Similarity	0.66	NPC474189
Remote Similarity	0.6598	NPC206735
Remote Similarity	0.6593	NPC22301
Remote Similarity	0.6574	NPC239768
Remote Similarity	0.6574	NPC128698
Remote Similarity	0.6571	NPC280710
Remote Similarity	0.6571	NPC243985
Remote Similarity	0.6571	NPC477290
Remote Similarity	0.6569	NPC97884
Remote Similarity	0.6569	NPC472220
Remote Similarity	0.6566	NPC83569
Remote Similarity	0.6566	NPC473592
Remote Similarity	0.6566	NPC477373
Remote Similarity	0.6566	NPC69279
Remote Similarity	0.6562	NPC477514
Remote Similarity	0.6562	NPC477522
Remote Similarity	0.6542	NPC231751
Remote Similarity	0.6542	NPC475032
Remote Similarity	0.6542	NPC107243
Remote Similarity	0.6542	NPC475894
Remote Similarity	0.6542	NPC57416
Remote Similarity	0.6542	NPC475033
Remote Similarity	0.6538	NPC234335
Remote Similarity	0.6535	NPC155011
Remote Similarity	0.6531	NPC6434
Remote Similarity	0.6531	NPC476101
Remote Similarity	0.6531	NPC477372
Remote Similarity	0.6526	NPC96319
Remote Similarity	0.6517	NPC474768
Remote Similarity	0.6505	NPC262043
Remote Similarity	0.6505	NPC177141
Remote Similarity	0.65	NPC156981
Remote Similarity	0.65	NPC82902
Remote Similarity	0.65	NPC100391
Remote Similarity	0.65	NPC472480
Remote Similarity	0.6495	NPC100906
Remote Similarity	0.6495	NPC1319
Remote Similarity	0.6495	NPC231431
Remote Similarity	0.6495	NPC215843
Remote Similarity	0.6495	NPC158846
Remote Similarity	0.6481	NPC153792
Remote Similarity	0.6481	NPC271387
Remote Similarity	0.6476	NPC470224
Remote Similarity	0.6476	NPC38232
Remote Similarity	0.6476	NPC470376
Remote Similarity	0.6476	NPC470375
Remote Similarity	0.6471	NPC96496
Remote Similarity	0.6471	NPC142361
Remote Similarity	0.6471	NPC474684
Remote Similarity	0.6471	NPC167877
Remote Similarity	0.6471	NPC128644
Remote Similarity	0.6465	NPC133391
Remote Similarity	0.6465	NPC189972
Remote Similarity	0.6465	NPC240302
Remote Similarity	0.6465	NPC100297
Remote Similarity	0.6458	NPC472300
Remote Similarity	0.6458	NPC155986
Remote Similarity	0.6458	NPC66105
Remote Similarity	0.6458	NPC318495
Remote Similarity	0.6458	NPC283619
Remote Similarity	0.6458	NPC198968
Remote Similarity	0.6455	NPC473928
Remote Similarity	0.6455	NPC22388
Remote Similarity	0.6449	NPC475178
Remote Similarity	0.6442	NPC175628
Remote Similarity	0.6442	NPC111585
Remote Similarity	0.6442	NPC273199
Remote Similarity	0.6442	NPC148414
Remote Similarity	0.6436	NPC474218
Remote Similarity	0.6436	NPC269638
Remote Similarity	0.6429	NPC37038
Remote Similarity	0.6429	NPC26117
Remote Similarity	0.6422	NPC208358
Remote Similarity	0.6422	NPC472826
Remote Similarity	0.6421	NPC279666
Remote Similarity	0.6421	NPC192540
Remote Similarity	0.6408	NPC294480
Remote Similarity	0.6408	NPC320665
Remote Similarity	0.64	NPC167103
Remote Similarity	0.6396	NPC474583
Remote Similarity	0.6392	NPC321514
Remote Similarity	0.6389	NPC210337
Remote Similarity	0.6389	NPC4834
Remote Similarity	0.6381	NPC26888
Remote Similarity	0.6381	NPC150383
Remote Similarity	0.6381	NPC218301
Remote Similarity	0.6379	NPC80834
Remote Similarity	0.6379	NPC469968
Remote Similarity	0.6373	NPC469994
Remote Similarity	0.6364	NPC222875
Remote Similarity	0.6364	NPC108476
Remote Similarity	0.6364	NPC295110
Remote Similarity	0.6364	NPC142163
Remote Similarity	0.6364	NPC327002
Remote Similarity	0.6364	NPC474327
Remote Similarity	0.6364	NPC195334
Remote Similarity	0.6364	NPC155974
Remote Similarity	0.6364	NPC290495
Remote Similarity	0.6364	NPC247701
Remote Similarity	0.6364	NPC142244
Remote Similarity	0.6364	NPC268829
Remote Similarity	0.6364	NPC25177
Remote Similarity	0.6364	NPC232625
Remote Similarity	0.6364	NPC70927
Remote Similarity	0.6355	NPC184848
Remote Similarity	0.6355	NPC171395
Remote Similarity	0.6355	NPC69548
Remote Similarity	0.6355	NPC279974
Remote Similarity	0.6354	NPC107059
Remote Similarity	0.6354	NPC69143
Remote Similarity	0.6354	NPC474463
Remote Similarity	0.6354	NPC321381
Remote Similarity	0.6354	NPC321016
Remote Similarity	0.6346	NPC474889
Remote Similarity	0.6346	NPC76879
Remote Similarity	0.6346	NPC474704
Remote Similarity	0.6346	NPC268406
Remote Similarity	0.6346	NPC472240
Remote Similarity	0.6346	NPC54689
Remote Similarity	0.6346	NPC326627
Remote Similarity	0.6346	NPC262858
Remote Similarity	0.6346	NPC475921
Remote Similarity	0.6346	NPC2983
Remote Similarity	0.6346	NPC26959
Remote Similarity	0.6346	NPC146554
Remote Similarity	0.6346	NPC310010
Remote Similarity	0.6339	NPC472822
Remote Similarity	0.6339	NPC200861
Remote Similarity	0.6339	NPC472228
Remote Similarity	0.6339	NPC472227
Remote Similarity	0.6337	NPC329043
Remote Similarity	0.6337	NPC165064
Remote Similarity	0.6337	NPC474047
Remote Similarity	0.6337	NPC477289
Remote Similarity	0.6337	NPC161423
Remote Similarity	0.6337	NPC227064
Remote Similarity	0.6337	NPC58841
Remote Similarity	0.6337	NPC321187
Remote Similarity	0.633	NPC477854
Remote Similarity	0.633	NPC477813
Remote Similarity	0.6327	NPC47808
Remote Similarity	0.6327	NPC242767
Remote Similarity	0.6327	NPC305835
Remote Similarity	0.6327	NPC118987
Remote Similarity	0.6327	NPC328714
Remote Similarity	0.6321	NPC66429
Remote Similarity	0.6321	NPC152897
Remote Similarity	0.6321	NPC243866
Remote Similarity	0.6316	NPC251970
Remote Similarity	0.6316	NPC166797
Remote Similarity	0.6316	NPC475517
Remote Similarity	0.6316	NPC241854

Drug Structure

NPD5707 OpenBabel08211708292D 28 31 0 0 1 0 0 0 0 0999 V2000 1.7388 -0.8854 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7261 -1.6295 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4998 -0.8397 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8465 -0.4881 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0003 -0.9764 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5395 3.4202 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0777 1.9541 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6930 2.9315 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2318 1.4654 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5394 0.4886 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8453 1.4655 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6929 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8453 0.4887 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2318 3.4202 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7742 -0.1864 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3859 2.9315 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0777 2.9315 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3859 1.9541 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.5394 1.4654 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.6930 1.9541 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8465 1.4655 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8465 0.4887 0.0000 C 0 0 2 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 5.9238 3.4196 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.9771 0.7686 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.4126 4.2655 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8456 -0.4882 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.3895 4.2652 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 2 5 3 0 0 0 0 3 15 1 0 0 0 0 4 22 1 0 0 0 0 6 8 1 0 0 0 0 6 16 1 0 0 0 0 7 9 1 0 0 0 0 7 17 1 0 0 0 0 10 12 1 0 0 0 0 11 13 1 0 0 0 0 11 21 1 0 0 0 0 12 22 1 0 0 0 0 13 23 1 0 0 0 0 14 16 2 0 0 0 0 14 17 1 0 0 0 0 15 25 2 0 0 0 0 15 27 1 0 0 0 0 16 18 1 0 0 0 0 17 24 2 0 0 0 0 18 9 1 6 0 0 0 18 19 1 0 0 0 0 19 10 1 1 0 0 0 19 20 1 0 0 0 0 20 8 1 6 0 0 0 20 21 1 0 0 0 0 21 22 1 1 0 0 0 22 23 1 6 0 0 0 23 5 1 6 0 0 0 23 27 1 0 0 0 0 24 26 1 0 0 0 0 26 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP001210
DrugBank	DB00957
ChEMBL	CHEMBL1200934
IUPHAR/BPS	7091
PharmaGKB	PA164744346
KEGG Drug	D05209
PubChem CID	6540478
ChEBI	50815
CAS Number	35189-28-7

Drug Properties

Molecular Weight	369.23
ALogP	1.0363
MLogP	3.55
XLogP	4.796
HDA	2
HBD	1
Rotatable Bonds	6
TPSA	58.89
RO5 Violation	0