NPASS drugs

Drug Information

Drug ID:	NPD4722
Drug Name:	Norelgestromin
Molecular Formula:	C21H29NO2
Canonical SMILES:	O/N=C/1CC[C@H]2C(=C1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@]2(O)C#C)CC
Standard InCHI:	InChI=1S/C21H29NO2/c1-3-20-11-9-17-16-8-6-15(22-24)13-14(16)5-7-18(17)19(20)10-12-21(20,23)4-2/h2,13,16-19,23-24H,3,5-12H2,1H3/b22-15+/t16-,17+,18+,19-,20-,21-/m0/s1
Standard InCHIKey:	ISHXLNHNDMZNMC-VTKCIJPMSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4722

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	65
0.1-0.2	715
0.2-0.3	7680
0.3-0.4	12426
0.4-0.5	5620
0.5-0.6	3604
0.6-0.7	756
0.7-0.8	24
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	0.75	NPC475728
Intermediate Similarity	0.7374	NPC240650
Intermediate Similarity	0.7303	NPC477522
Intermediate Similarity	0.7303	NPC477514
Intermediate Similarity	0.7273	NPC96319
Intermediate Similarity	0.7253	NPC150506
Intermediate Similarity	0.7245	NPC280710
Intermediate Similarity	0.7245	NPC243985
Intermediate Similarity	0.7222	NPC1319
Intermediate Similarity	0.7191	NPC318495
Intermediate Similarity	0.7191	NPC198968
Intermediate Similarity	0.7191	NPC155986
Intermediate Similarity	0.7174	NPC189972
Intermediate Similarity	0.7174	NPC193347
Intermediate Similarity	0.7143	NPC26117
Intermediate Similarity	0.7113	NPC474964
Intermediate Similarity	0.7113	NPC477288
Intermediate Similarity	0.7079	NPC107059
Intermediate Similarity	0.7079	NPC321381
Intermediate Similarity	0.7079	NPC321016
Intermediate Similarity	0.7041	NPC476064
Intermediate Similarity	0.7033	NPC328714
Intermediate Similarity	0.7021	NPC144258
Intermediate Similarity	0.7019	NPC474583
Remote Similarity	0.6989	NPC1272
Remote Similarity	0.6989	NPC470614
Remote Similarity	0.6966	NPC230301
Remote Similarity	0.6966	NPC471723
Remote Similarity	0.6966	NPC288035
Remote Similarity	0.6966	NPC22105
Remote Similarity	0.6966	NPC136188
Remote Similarity	0.6966	NPC134847
Remote Similarity	0.6966	NPC285893
Remote Similarity	0.6966	NPC28657
Remote Similarity	0.6966	NPC162742
Remote Similarity	0.6966	NPC257347
Remote Similarity	0.6966	NPC141071
Remote Similarity	0.6966	NPC304309
Remote Similarity	0.6957	NPC164840
Remote Similarity	0.6957	NPC241290
Remote Similarity	0.6957	NPC209944
Remote Similarity	0.6947	NPC474189
Remote Similarity	0.6947	NPC474349
Remote Similarity	0.6947	NPC318390
Remote Similarity	0.6932	NPC474140
Remote Similarity	0.6923	NPC474216
Remote Similarity	0.6923	NPC285761
Remote Similarity	0.6923	NPC87604
Remote Similarity	0.6923	NPC473943
Remote Similarity	0.6915	NPC477852
Remote Similarity	0.6889	NPC247325
Remote Similarity	0.6889	NPC244488
Remote Similarity	0.6889	NPC134330
Remote Similarity	0.6889	NPC240604
Remote Similarity	0.6889	NPC113733
Remote Similarity	0.6889	NPC300324
Remote Similarity	0.6889	NPC189883
Remote Similarity	0.6889	NPC129165
Remote Similarity	0.6882	NPC264245
Remote Similarity	0.6882	NPC47761
Remote Similarity	0.6882	NPC6434
Remote Similarity	0.6875	NPC293287
Remote Similarity	0.6875	NPC152808
Remote Similarity	0.686	NPC160209
Remote Similarity	0.6857	NPC293299
Remote Similarity	0.6857	NPC45365
Remote Similarity	0.6848	NPC80530
Remote Similarity	0.6848	NPC273410
Remote Similarity	0.6848	NPC209430
Remote Similarity	0.6848	NPC84694
Remote Similarity	0.6848	NPC143182
Remote Similarity	0.6848	NPC28862
Remote Similarity	0.6848	NPC109546
Remote Similarity	0.6848	NPC81306
Remote Similarity	0.6848	NPC215843
Remote Similarity	0.6848	NPC47982
Remote Similarity	0.6848	NPC30986
Remote Similarity	0.6842	NPC209802
Remote Similarity	0.6842	NPC124172
Remote Similarity	0.6842	NPC82902
Remote Similarity	0.6842	NPC472480
Remote Similarity	0.6829	NPC135648
Remote Similarity	0.6818	NPC56796
Remote Similarity	0.6813	NPC214570
Remote Similarity	0.6813	NPC34019
Remote Similarity	0.6809	NPC30166
Remote Similarity	0.6809	NPC201852
Remote Similarity	0.6809	NPC20853
Remote Similarity	0.6809	NPC49964
Remote Similarity	0.6774	NPC236237
Remote Similarity	0.6774	NPC322313
Remote Similarity	0.6774	NPC13554
Remote Similarity	0.6774	NPC102253
Remote Similarity	0.6774	NPC234193
Remote Similarity	0.6774	NPC236112
Remote Similarity	0.6771	NPC474218
Remote Similarity	0.6762	NPC50815
Remote Similarity	0.6762	NPC471083
Remote Similarity	0.6739	NPC244385
Remote Similarity	0.6739	NPC167037
Remote Similarity	0.6739	NPC18603
Remote Similarity	0.6739	NPC6978
Remote Similarity	0.6739	NPC307965
Remote Similarity	0.6739	NPC76931
Remote Similarity	0.6739	NPC275910
Remote Similarity	0.6739	NPC138621
Remote Similarity	0.6737	NPC475789
Remote Similarity	0.6737	NPC246956
Remote Similarity	0.6737	NPC477818
Remote Similarity	0.6737	NPC474634
Remote Similarity	0.6737	NPC110778
Remote Similarity	0.6735	NPC320665
Remote Similarity	0.6731	NPC275686
Remote Similarity	0.6703	NPC46160
Remote Similarity	0.6703	NPC237460
Remote Similarity	0.6703	NPC202642
Remote Similarity	0.6703	NPC73875
Remote Similarity	0.6703	NPC470362
Remote Similarity	0.6702	NPC470383
Remote Similarity	0.6702	NPC147066
Remote Similarity	0.6702	NPC474752
Remote Similarity	0.6702	NPC209620
Remote Similarity	0.6702	NPC474531
Remote Similarity	0.6702	NPC474731
Remote Similarity	0.6702	NPC474759
Remote Similarity	0.6702	NPC82986
Remote Similarity	0.6702	NPC474683
Remote Similarity	0.6702	NPC23852
Remote Similarity	0.6702	NPC70927
Remote Similarity	0.6702	NPC7505
Remote Similarity	0.6701	NPC469994
Remote Similarity	0.6701	NPC24277
Remote Similarity	0.6701	NPC201273
Remote Similarity	0.6667	NPC268406
Remote Similarity	0.6667	NPC205845
Remote Similarity	0.6667	NPC27395
Remote Similarity	0.6667	NPC58841
Remote Similarity	0.6667	NPC326627
Remote Similarity	0.6667	NPC474047
Remote Similarity	0.6667	NPC310010
Remote Similarity	0.6667	NPC161423
Remote Similarity	0.6667	NPC94192
Remote Similarity	0.6667	NPC329043
Remote Similarity	0.6667	NPC76879
Remote Similarity	0.6667	NPC227064
Remote Similarity	0.6667	NPC470077
Remote Similarity	0.6667	NPC2983
Remote Similarity	0.6667	NPC25340
Remote Similarity	0.6667	NPC321187
Remote Similarity	0.6667	NPC26959
Remote Similarity	0.6667	NPC329090
Remote Similarity	0.6633	NPC472481
Remote Similarity	0.6633	NPC472484
Remote Similarity	0.6633	NPC472482
Remote Similarity	0.6633	NPC317590
Remote Similarity	0.6632	NPC87489
Remote Similarity	0.6632	NPC5985
Remote Similarity	0.6632	NPC101462
Remote Similarity	0.6632	NPC218616
Remote Similarity	0.6632	NPC470049
Remote Similarity	0.6632	NPC50964
Remote Similarity	0.6632	NPC296701
Remote Similarity	0.6628	NPC279434
Remote Similarity	0.6627	NPC252809
Remote Similarity	0.6604	NPC247060
Remote Similarity	0.66	NPC320026
Remote Similarity	0.66	NPC171441
Remote Similarity	0.6598	NPC274448
Remote Similarity	0.6598	NPC157257
Remote Similarity	0.6593	NPC328104
Remote Similarity	0.6593	NPC471468
Remote Similarity	0.6593	NPC118508
Remote Similarity	0.6593	NPC319090
Remote Similarity	0.6593	NPC121744
Remote Similarity	0.6593	NPC322353
Remote Similarity	0.6566	NPC470542
Remote Similarity	0.6566	NPC472483
Remote Similarity	0.6566	NPC328313
Remote Similarity	0.6562	NPC207013
Remote Similarity	0.6562	NPC317458
Remote Similarity	0.6562	NPC193870
Remote Similarity	0.6562	NPC141941
Remote Similarity	0.6559	NPC302041
Remote Similarity	0.6559	NPC65897
Remote Similarity	0.6559	NPC205455
Remote Similarity	0.6559	NPC85346
Remote Similarity	0.6559	NPC42853
Remote Similarity	0.6559	NPC186191
Remote Similarity	0.6556	NPC471799
Remote Similarity	0.6556	NPC472506
Remote Similarity	0.6552	NPC197805
Remote Similarity	0.6542	NPC90538
Remote Similarity	0.6531	NPC6391
Remote Similarity	0.6531	NPC6605
Remote Similarity	0.6531	NPC261266
Remote Similarity	0.6531	NPC125399
Remote Similarity	0.6531	NPC94462
Remote Similarity	0.6526	NPC6707
Remote Similarity	0.6526	NPC201912
Remote Similarity	0.6526	NPC38350

Drug Structure

NPD4722 OpenBabel08211705272D 26 29 0 0 1 0 0 0 0 0999 V2000 1.7360 -0.8840 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7249 -1.6268 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8451 -0.4873 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0003 -0.9748 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5353 3.4146 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0694 1.9509 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6902 2.9267 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2249 1.4630 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5353 0.4878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8439 1.4631 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6902 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8439 0.4879 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2249 3.4146 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3804 2.9267 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0694 2.9267 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3804 1.9509 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.5353 1.4630 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.6902 1.9510 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8451 1.4631 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8451 0.4879 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 5.9142 3.4141 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8442 -0.4874 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.4021 4.2585 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7713 -0.1861 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.3774 4.2582 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 4 3 0 0 0 0 3 20 1 0 0 0 0 5 7 1 0 0 0 0 5 14 1 0 0 0 0 6 8 1 0 0 0 0 6 15 1 0 0 0 0 9 11 1 0 0 0 0 10 12 1 0 0 0 0 10 19 1 0 0 0 0 11 20 1 0 0 0 0 12 21 1 0 0 0 0 13 14 2 0 0 0 0 13 15 1 0 0 0 0 14 16 1 0 0 0 0 15 22 2 0 0 0 0 16 8 1 6 0 0 0 16 17 1 0 0 0 0 17 9 1 1 0 0 0 17 18 1 0 0 0 0 18 7 1 6 0 0 0 18 19 1 0 0 0 0 19 20 1 1 0 0 0 20 21 1 6 0 0 0 21 4 1 6 0 0 0 21 23 1 0 0 0 0 22 24 1 0 0 0 0 23 25 1 0 0 0 0 24 26 1 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	327.22
ALogP	0.6572
MLogP	3.44
XLogP	4.056
HDA	1
HBD	2
Rotatable Bonds	4
TPSA	52.82
RO5 Violation	0