NPASS drugs

Drug Information

Drug ID:	NPD4623
Drug Name:	Gestodene
Molecular Formula:	C21H26O2
Canonical SMILES:	C#C[C@]1(O)C=C[C@@H]2[C@]1(CC)CC[C@H]1[C@H]2CCC2=CC(=O)CC[C@H]12
Standard InCHI:	InChI=1S/C21H26O2/c1-3-20-11-9-17-16-8-6-15(22)13-14(16)5-7-18(17)19(20)10-12-21(20,23)4-2/h2,10,12-13,16-19,23H,3,5-9,11H2,1H3/t16-,17+,18+,19-,20-,21-/m0/s1
Standard InCHIKey:	SIGSPDASOTUPFS-XUDSTZEESA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	DrugBank

Structural Similarity Between NPASS Natural Products and NPD4623

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	115
0.1-0.2	796
0.2-0.3	3056
0.3-0.4	9094
0.4-0.5	8527
0.5-0.6	5355
0.6-0.7	3009
0.7-0.8	885
0.8-0.85	50
0.85-0.9	3
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	0.8765	NPC471409
High Similarity	0.8765	NPC275494
High Similarity	0.8554	NPC476809
Intermediate Similarity	0.8434	NPC170394
Intermediate Similarity	0.8415	NPC266193
Intermediate Similarity	0.8415	NPC257666
Intermediate Similarity	0.8391	NPC194417
Intermediate Similarity	0.8372	NPC476412
Intermediate Similarity	0.8353	NPC193347
Intermediate Similarity	0.8333	NPC475806
Intermediate Similarity	0.8315	NPC262043
Intermediate Similarity	0.8295	NPC471792
Intermediate Similarity	0.8295	NPC136948
Intermediate Similarity	0.8293	NPC472305
Intermediate Similarity	0.8276	NPC476426
Intermediate Similarity	0.8202	NPC48107
Intermediate Similarity	0.8193	NPC34110
Intermediate Similarity	0.8193	NPC165711
Intermediate Similarity	0.8182	NPC472869
Intermediate Similarity	0.8161	NPC144258
Intermediate Similarity	0.8161	NPC248758
Intermediate Similarity	0.8152	NPC8993
Intermediate Similarity	0.8148	NPC247586
Intermediate Similarity	0.8118	NPC469637
Intermediate Similarity	0.8118	NPC2482
Intermediate Similarity	0.8111	NPC26959
Intermediate Similarity	0.8111	NPC309603
Intermediate Similarity	0.8111	NPC2983
Intermediate Similarity	0.8111	NPC473999
Intermediate Similarity	0.8111	NPC268406
Intermediate Similarity	0.8095	NPC179028
Intermediate Similarity	0.809	NPC476409
Intermediate Similarity	0.8072	NPC263582
Intermediate Similarity	0.8072	NPC151622
Intermediate Similarity	0.8072	NPC7629
Intermediate Similarity	0.8068	NPC29447
Intermediate Similarity	0.8068	NPC471224
Intermediate Similarity	0.8046	NPC49019
Intermediate Similarity	0.8043	NPC474736
Intermediate Similarity	0.8023	NPC471898
Intermediate Similarity	0.8023	NPC226068
Intermediate Similarity	0.8023	NPC473217
Intermediate Similarity	0.8023	NPC278459
Intermediate Similarity	0.8023	NPC150506
Intermediate Similarity	0.8023	NPC121984
Intermediate Similarity	0.8022	NPC48010
Intermediate Similarity	0.8	NPC320665
Intermediate Similarity	0.8	NPC215843
Intermediate Similarity	0.8	NPC72397
Intermediate Similarity	0.8	NPC472870
Intermediate Similarity	0.8	NPC308038
Intermediate Similarity	0.8	NPC471791
Intermediate Similarity	0.8	NPC471793
Intermediate Similarity	0.7978	NPC472986
Intermediate Similarity	0.7978	NPC472479
Intermediate Similarity	0.7978	NPC472985
Intermediate Similarity	0.7978	NPC472974
Intermediate Similarity	0.7976	NPC61952
Intermediate Similarity	0.7976	NPC97377
Intermediate Similarity	0.7955	NPC161423
Intermediate Similarity	0.7955	NPC329043
Intermediate Similarity	0.7955	NPC227064
Intermediate Similarity	0.7955	NPC472864
Intermediate Similarity	0.7955	NPC237712
Intermediate Similarity	0.7955	NPC58841
Intermediate Similarity	0.7955	NPC472865
Intermediate Similarity	0.7955	NPC321187
Intermediate Similarity	0.7955	NPC214043
Intermediate Similarity	0.7955	NPC19849
Intermediate Similarity	0.7955	NPC85774
Intermediate Similarity	0.7952	NPC192540
Intermediate Similarity	0.7952	NPC279666
Intermediate Similarity	0.7935	NPC204341
Intermediate Similarity	0.7935	NPC473998
Intermediate Similarity	0.7931	NPC238991
Intermediate Similarity	0.7931	NPC302661
Intermediate Similarity	0.7931	NPC472867
Intermediate Similarity	0.7931	NPC320514
Intermediate Similarity	0.7912	NPC118011
Intermediate Similarity	0.7912	NPC472973
Intermediate Similarity	0.7912	NPC36668
Intermediate Similarity	0.7907	NPC138492
Intermediate Similarity	0.7907	NPC824
Intermediate Similarity	0.7907	NPC233352
Intermediate Similarity	0.7907	NPC108955
Intermediate Similarity	0.7907	NPC472478
Intermediate Similarity	0.7889	NPC58063
Intermediate Similarity	0.7889	NPC93778
Intermediate Similarity	0.7882	NPC189485
Intermediate Similarity	0.7882	NPC476808
Intermediate Similarity	0.7882	NPC198240
Intermediate Similarity	0.7882	NPC62336
Intermediate Similarity	0.7872	NPC271195
Intermediate Similarity	0.7872	NPC259286
Intermediate Similarity	0.7865	NPC469948
Intermediate Similarity	0.7865	NPC269638
Intermediate Similarity	0.7865	NPC179006
Intermediate Similarity	0.7865	NPC474537
Intermediate Similarity	0.7865	NPC274724
Intermediate Similarity	0.7865	NPC474083
Intermediate Similarity	0.7865	NPC469993
Intermediate Similarity	0.7865	NPC474853
Intermediate Similarity	0.7857	NPC69143
Intermediate Similarity	0.7857	NPC180886
Intermediate Similarity	0.7849	NPC109305
Intermediate Similarity	0.7841	NPC97913
Intermediate Similarity	0.7841	NPC53733
Intermediate Similarity	0.7841	NPC215893
Intermediate Similarity	0.7831	NPC241854
Intermediate Similarity	0.7831	NPC103958
Intermediate Similarity	0.7831	NPC183503
Intermediate Similarity	0.7831	NPC476046
Intermediate Similarity	0.7831	NPC161923
Intermediate Similarity	0.7831	NPC283908
Intermediate Similarity	0.7831	NPC251970
Intermediate Similarity	0.7826	NPC472866
Intermediate Similarity	0.7826	NPC320026
Intermediate Similarity	0.7816	NPC225515
Intermediate Similarity	0.7816	NPC477372
Intermediate Similarity	0.7816	NPC55869
Intermediate Similarity	0.7816	NPC147066
Intermediate Similarity	0.7805	NPC84790
Intermediate Similarity	0.7802	NPC117122
Intermediate Similarity	0.7791	NPC231431
Intermediate Similarity	0.7791	NPC474113
Intermediate Similarity	0.7789	NPC249954
Intermediate Similarity	0.7778	NPC327115
Intermediate Similarity	0.7778	NPC145879
Intermediate Similarity	0.7778	NPC469994
Intermediate Similarity	0.7778	NPC470955
Intermediate Similarity	0.7778	NPC82979
Intermediate Similarity	0.7778	NPC31564
Intermediate Similarity	0.7778	NPC474778
Intermediate Similarity	0.7778	NPC474732
Intermediate Similarity	0.7778	NPC474733
Intermediate Similarity	0.7778	NPC94666
Intermediate Similarity	0.7766	NPC473172
Intermediate Similarity	0.7766	NPC473162
Intermediate Similarity	0.7766	NPC299100
Intermediate Similarity	0.7765	NPC472300
Intermediate Similarity	0.7765	NPC91665
Intermediate Similarity	0.7765	NPC74995
Intermediate Similarity	0.7753	NPC96095
Intermediate Similarity	0.7753	NPC473246
Intermediate Similarity	0.7753	NPC164577
Intermediate Similarity	0.7742	NPC472978
Intermediate Similarity	0.7742	NPC473986
Intermediate Similarity	0.7742	NPC474018
Intermediate Similarity	0.7738	NPC201027
Intermediate Similarity	0.7738	NPC476346
Intermediate Similarity	0.7738	NPC476795
Intermediate Similarity	0.7727	NPC151519
Intermediate Similarity	0.7727	NPC469325
Intermediate Similarity	0.7727	NPC93590
Intermediate Similarity	0.7727	NPC472239
Intermediate Similarity	0.7717	NPC472477
Intermediate Similarity	0.7717	NPC326627
Intermediate Similarity	0.7717	NPC119416
Intermediate Similarity	0.7717	NPC472475
Intermediate Similarity	0.7717	NPC474918
Intermediate Similarity	0.7717	NPC310010
Intermediate Similarity	0.7711	NPC56747
Intermediate Similarity	0.7711	NPC109576
Intermediate Similarity	0.7711	NPC130016
Intermediate Similarity	0.7711	NPC180015
Intermediate Similarity	0.7701	NPC26139
Intermediate Similarity	0.7701	NPC37038
Intermediate Similarity	0.7701	NPC172013
Intermediate Similarity	0.7701	NPC472301
Intermediate Similarity	0.7692	NPC136548
Intermediate Similarity	0.7692	NPC287079
Intermediate Similarity	0.7692	NPC475740
Intermediate Similarity	0.7692	NPC236618
Intermediate Similarity	0.7692	NPC128644
Intermediate Similarity	0.7684	NPC180950
Intermediate Similarity	0.7674	NPC297996
Intermediate Similarity	0.7674	NPC74410
Intermediate Similarity	0.7674	NPC475994
Intermediate Similarity	0.7674	NPC169095
Intermediate Similarity	0.7667	NPC6185
Intermediate Similarity	0.7667	NPC241512
Intermediate Similarity	0.7667	NPC470574
Intermediate Similarity	0.7667	NPC33663
Intermediate Similarity	0.766	NPC476416
Intermediate Similarity	0.766	NPC474807
Intermediate Similarity	0.766	NPC472871
Intermediate Similarity	0.766	NPC131840
Intermediate Similarity	0.766	NPC472930
Intermediate Similarity	0.766	NPC69454
Intermediate Similarity	0.7647	NPC92080
Intermediate Similarity	0.7647	NPC186554
Intermediate Similarity	0.7647	NPC76966
Intermediate Similarity	0.764	NPC477852
Intermediate Similarity	0.764	NPC105803
Intermediate Similarity	0.764	NPC102197
Intermediate Similarity	0.764	NPC297398
Intermediate Similarity	0.7634	NPC472476
Intermediate Similarity	0.7634	NPC85173
Intermediate Similarity	0.7634	NPC476369
Intermediate Similarity	0.7634	NPC476437

Drug Structure

NPD4623 OpenBabel08211705262D 24 27 0 0 1 0 0 0 0 0999 V2000 1.7309 -0.8814 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7228 -1.6221 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8426 -0.4859 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0003 -0.9719 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5279 3.4046 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0546 1.9452 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6853 2.9182 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2125 1.4587 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5279 0.4864 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8414 1.4588 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6852 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8414 0.4865 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2126 3.4046 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3705 2.9181 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0546 2.9181 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3705 1.9452 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.5279 1.4588 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.6853 1.9452 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8426 1.4588 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8426 0.4865 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 5.9227 3.4190 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8417 -0.4859 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7661 -0.1856 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 2 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 23 24 1 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank	DB06730
ChEMBL	CHEMBL1213583
IUPHAR/BPS
PharmaGKB	PA165958397
KEGG Drug
PubChem CID
ChEBI	135323
CAS Number	60282-87-3

Drug Properties

Molecular Weight	310.19
ALogP	0.4753
MLogP	3.55
XLogP	3.659
HDA	2
HBD	1
Rotatable Bonds	3
TPSA	37.3
RO5 Violation	0