NPASS drugs

Drug Information

Drug ID:	NPD5208
Drug Name:	Progestin (Transdermal Patch, Female Contraception), Watson Pharmaceuticals; Norethindrone Acetate
Molecular Formula:	C22H28O3
Canonical SMILES:	C#C[C@@]1(CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CCC2=CC(=O)CC[C@H]12)OC(=O)C
Standard InCHI:	InChI=1S/C22H28O3/c1-4-22(25-14(2)23)12-10-20-19-7-5-15-13-16(24)6-8-17(15)18(19)9-11-21(20,22)3/h1,13,17-20H,5-12H2,2-3H3/t17-,18+,19+,20-,21-,22-/m0/s1
Standard InCHIKey:	IMONTRJLAWHYGT-ZCPXKWAGSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5208

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	152
0.1-0.2	1027
0.2-0.3	4203
0.3-0.4	11007
0.4-0.5	5607
0.5-0.6	4802
0.6-0.7	3220
0.7-0.8	843
0.8-0.85	25
0.85-0.9	4
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
High Similarity	0.8966	NPC305039
High Similarity	0.8941	NPC323765
High Similarity	0.8837	NPC195640
High Similarity	0.8588	NPC193347
Intermediate Similarity	0.8434	NPC472300
Intermediate Similarity	0.8427	NPC28227
Intermediate Similarity	0.8391	NPC144258
Intermediate Similarity	0.8372	NPC100297
Intermediate Similarity	0.8372	NPC320514
Intermediate Similarity	0.8315	NPC136948
Intermediate Similarity	0.8295	NPC470223
Intermediate Similarity	0.8295	NPC29447
Intermediate Similarity	0.8276	NPC477852
Intermediate Similarity	0.8256	NPC477372
Intermediate Similarity	0.8256	NPC147066
Intermediate Similarity	0.8256	NPC150506
Intermediate Similarity	0.8172	NPC472223
Intermediate Similarity	0.8172	NPC472224
Intermediate Similarity	0.8161	NPC321289
Intermediate Similarity	0.8161	NPC327969
Intermediate Similarity	0.8152	NPC218301
Intermediate Similarity	0.8132	NPC262043
Intermediate Similarity	0.8046	NPC201912
Intermediate Similarity	0.8046	NPC38350
Intermediate Similarity	0.8023	NPC477371
Intermediate Similarity	0.8022	NPC320665
Intermediate Similarity	0.8	NPC322063
Intermediate Similarity	0.8	NPC165711
Intermediate Similarity	0.8	NPC264127
Intermediate Similarity	0.7979	NPC294266
Intermediate Similarity	0.7978	NPC329043
Intermediate Similarity	0.7978	NPC227064
Intermediate Similarity	0.7978	NPC161423
Intermediate Similarity	0.7978	NPC320801
Intermediate Similarity	0.7978	NPC58841
Intermediate Similarity	0.7978	NPC321187
Intermediate Similarity	0.7959	NPC22388
Intermediate Similarity	0.7957	NPC154101
Intermediate Similarity	0.7955	NPC260956
Intermediate Similarity	0.7955	NPC240302
Intermediate Similarity	0.7935	NPC310010
Intermediate Similarity	0.7935	NPC474570
Intermediate Similarity	0.7935	NPC285982
Intermediate Similarity	0.7935	NPC26959
Intermediate Similarity	0.7935	NPC326627
Intermediate Similarity	0.7935	NPC476733
Intermediate Similarity	0.7935	NPC215029
Intermediate Similarity	0.7935	NPC268406
Intermediate Similarity	0.7927	NPC307176
Intermediate Similarity	0.7912	NPC30421
Intermediate Similarity	0.7907	NPC469996
Intermediate Similarity	0.7895	NPC469599
Intermediate Similarity	0.7895	NPC171395
Intermediate Similarity	0.7872	NPC472226
Intermediate Similarity	0.7872	NPC472225
Intermediate Similarity	0.7865	NPC470015
Intermediate Similarity	0.7865	NPC69279
Intermediate Similarity	0.7865	NPC271784
Intermediate Similarity	0.7865	NPC477373
Intermediate Similarity	0.7865	NPC83569
Intermediate Similarity	0.7865	NPC168188
Intermediate Similarity	0.7841	NPC471898
Intermediate Similarity	0.7841	NPC278459
Intermediate Similarity	0.7835	NPC176845
Intermediate Similarity	0.7826	NPC472220
Intermediate Similarity	0.7826	NPC97884
Intermediate Similarity	0.7816	NPC215843
Intermediate Similarity	0.7816	NPC471475
Intermediate Similarity	0.7812	NPC58052
Intermediate Similarity	0.7812	NPC111684
Intermediate Similarity	0.7805	NPC139397
Intermediate Similarity	0.7789	NPC56525
Intermediate Similarity	0.7778	NPC85774
Intermediate Similarity	0.7778	NPC271266
Intermediate Similarity	0.7778	NPC472480
Intermediate Similarity	0.7778	NPC82902
Intermediate Similarity	0.7778	NPC308351
Intermediate Similarity	0.7778	NPC237712
Intermediate Similarity	0.7778	NPC214043
Intermediate Similarity	0.7778	NPC100391
Intermediate Similarity	0.7766	NPC204341
Intermediate Similarity	0.7753	NPC133391
Intermediate Similarity	0.7753	NPC142683
Intermediate Similarity	0.7753	NPC476458
Intermediate Similarity	0.7753	NPC258153
Intermediate Similarity	0.7742	NPC473039
Intermediate Similarity	0.7742	NPC477943
Intermediate Similarity	0.7738	NPC303613
Intermediate Similarity	0.7738	NPC474228
Intermediate Similarity	0.7732	NPC475894
Intermediate Similarity	0.7732	NPC107243
Intermediate Similarity	0.7732	NPC151488
Intermediate Similarity	0.7732	NPC57416
Intermediate Similarity	0.7732	NPC187159
Intermediate Similarity	0.7727	NPC267517
Intermediate Similarity	0.7727	NPC474956
Intermediate Similarity	0.7717	NPC96496
Intermediate Similarity	0.7711	NPC251929
Intermediate Similarity	0.7711	NPC260040
Intermediate Similarity	0.7711	NPC2634
Intermediate Similarity	0.7711	NPC265782
Intermediate Similarity	0.7711	NPC35734
Intermediate Similarity	0.7711	NPC282593
Intermediate Similarity	0.7711	NPC159577
Intermediate Similarity	0.7701	NPC63020
Intermediate Similarity	0.77	NPC36321
Intermediate Similarity	0.7692	NPC469948
Intermediate Similarity	0.7692	NPC474218
Intermediate Similarity	0.7692	NPC311702
Intermediate Similarity	0.7692	NPC94531
Intermediate Similarity	0.7692	NPC123319
Intermediate Similarity	0.7692	NPC189311
Intermediate Similarity	0.7684	NPC233118
Intermediate Similarity	0.7677	NPC99411
Intermediate Similarity	0.7674	NPC180886
Intermediate Similarity	0.7667	NPC469561
Intermediate Similarity	0.7667	NPC470046
Intermediate Similarity	0.7667	NPC470047
Intermediate Similarity	0.766	NPC474842
Intermediate Similarity	0.766	NPC475965
Intermediate Similarity	0.766	NPC471896
Intermediate Similarity	0.766	NPC472866
Intermediate Similarity	0.7653	NPC271387
Intermediate Similarity	0.7653	NPC153792
Intermediate Similarity	0.7647	NPC44063
Intermediate Similarity	0.7647	NPC166797
Intermediate Similarity	0.764	NPC475665
Intermediate Similarity	0.764	NPC474955
Intermediate Similarity	0.7634	NPC472302
Intermediate Similarity	0.7634	NPC117122
Intermediate Similarity	0.7634	NPC472870
Intermediate Similarity	0.7624	NPC235889
Intermediate Similarity	0.7624	NPC164835
Intermediate Similarity	0.7624	NPC228669
Intermediate Similarity	0.7619	NPC115023
Intermediate Similarity	0.7619	NPC54123
Intermediate Similarity	0.7614	NPC231431
Intermediate Similarity	0.7614	NPC44083
Intermediate Similarity	0.7614	NPC158846
Intermediate Similarity	0.7614	NPC118987
Intermediate Similarity	0.7614	NPC153987
Intermediate Similarity	0.7609	NPC474732
Intermediate Similarity	0.7609	NPC474733
Intermediate Similarity	0.7609	NPC31564
Intermediate Similarity	0.7609	NPC474778
Intermediate Similarity	0.7609	NPC145879
Intermediate Similarity	0.7609	NPC470051
Intermediate Similarity	0.7609	NPC470050
Intermediate Similarity	0.7609	NPC155011
Intermediate Similarity	0.7609	NPC472869
Intermediate Similarity	0.7609	NPC327115
Intermediate Similarity	0.7609	NPC469994
Intermediate Similarity	0.7604	NPC124207
Intermediate Similarity	0.76	NPC473928
Intermediate Similarity	0.7586	NPC212661
Intermediate Similarity	0.7586	NPC66105
Intermediate Similarity	0.7586	NPC471035
Intermediate Similarity	0.7582	NPC312660
Intermediate Similarity	0.7582	NPC473246
Intermediate Similarity	0.7582	NPC164577
Intermediate Similarity	0.7582	NPC109512
Intermediate Similarity	0.7582	NPC96095
Intermediate Similarity	0.7582	NPC156981
Intermediate Similarity	0.7579	NPC150383
Intermediate Similarity	0.7573	NPC472825
Intermediate Similarity	0.7558	NPC279666
Intermediate Similarity	0.7558	NPC192540
Intermediate Similarity	0.7556	NPC302661
Intermediate Similarity	0.7556	NPC238991
Intermediate Similarity	0.7556	NPC472239
Intermediate Similarity	0.7553	NPC173042
Intermediate Similarity	0.7553	NPC76879
Intermediate Similarity	0.7553	NPC54689
Intermediate Similarity	0.7553	NPC177141
Intermediate Similarity	0.7553	NPC2983
Intermediate Similarity	0.7551	NPC226986
Intermediate Similarity	0.7551	NPC23680
Intermediate Similarity	0.7549	NPC470267
Intermediate Similarity	0.7549	NPC181265
Intermediate Similarity	0.7529	NPC251705
Intermediate Similarity	0.7529	NPC279241
Intermediate Similarity	0.7528	NPC47747
Intermediate Similarity	0.7528	NPC472478
Intermediate Similarity	0.7528	NPC476809
Intermediate Similarity	0.7528	NPC170038
Intermediate Similarity	0.7528	NPC37038
Intermediate Similarity	0.7527	NPC472482
Intermediate Similarity	0.7527	NPC128644
Intermediate Similarity	0.7527	NPC142361
Intermediate Similarity	0.7527	NPC58063
Intermediate Similarity	0.7527	NPC93778
Intermediate Similarity	0.7527	NPC475740
Intermediate Similarity	0.7527	NPC472484
Intermediate Similarity	0.7527	NPC474684
Intermediate Similarity	0.7527	NPC317590
Intermediate Similarity	0.7527	NPC472481
Intermediate Similarity	0.7527	NPC167877
Intermediate Similarity	0.7526	NPC33473
Intermediate Similarity	0.75	NPC269638
Intermediate Similarity	0.75	NPC474680

Drug Structure

NPD5208 OpenBabel08211706322D 25 28 0 0 1 0 0 0 0 0999 V2000 -0.7225 1.6215 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4877 0.8349 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8422 0.5218 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0003 0.9716 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5279 -3.4027 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0532 -1.9431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6854 -2.9166 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2114 -1.4571 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5271 -0.4856 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8407 -1.4585 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6846 0.0005 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8410 -0.4865 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2119 -3.4022 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7655 0.1850 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3701 -2.9162 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0535 -2.9157 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3698 -1.9436 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.5273 -1.4575 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.6852 -1.9441 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8427 -1.4580 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8424 -0.4860 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 -1.9672 -0.7654 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.9238 -3.4178 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8416 0.4855 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 4 3 0 0 0 0 2 14 1 0 0 0 0 3 21 1 0 0 0 0 5 7 1 0 0 0 0 5 15 1 0 0 0 0 6 8 1 0 0 0 0 6 16 1 0 0 0 0 9 11 1 0 0 0 0 10 12 1 0 0 0 0 10 20 1 0 0 0 0 11 21 1 0 0 0 0 12 22 1 0 0 0 0 13 15 2 0 0 0 0 13 16 1 0 0 0 0 14 23 2 0 0 0 0 14 25 1 0 0 0 0 15 17 1 0 0 0 0 16 24 2 0 0 0 0 17 8 1 1 0 0 0 17 18 1 0 0 0 0 18 9 1 6 0 0 0 18 19 1 0 0 0 0 19 7 1 1 0 0 0 19 20 1 0 0 0 0 20 21 1 6 0 0 0 21 22 1 1 0 0 0 22 4 1 1 0 0 0 22 25 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB015302
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	340.20
ALogP	1.3295
MLogP	3.55
XLogP	3.984
HDA	3
HBD	0
Rotatable Bonds	4
TPSA	43.37
RO5 Violation	0