NPASS drugs

Drug Information

Drug ID:	NPD5694
Drug Name:	Megestrol acetate
Molecular Formula:	C23H30O4
Canonical SMILES:	O=C1CC[C@]2(C(=C1)C=C[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@]2(OC(=O)C)C(=O)C)C)C
Standard InCHI:	InChI=1S/C23H30O4/c1-14(24)23(27-15(2)25)12-9-20-18-6-5-16-13-17(26)7-10-21(16,3)19(18)8-11-22(20,23)4/h5-6,13,18-20H,7-12H2,1-4H3/t18-,19+,20+,21+,22+,23+/m1/s1
Standard InCHIKey:	URXWVWVPMJSAJD-KOORYGTMSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	DrugBank

Structural Similarity Between NPASS Natural Products and NPD5694

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	158
0.1-0.2	851
0.2-0.3	3393
0.3-0.4	9873
0.4-0.5	7160
0.5-0.6	5340
0.6-0.7	3230
0.7-0.8	851
0.8-0.85	32
0.85-0.9	1
0.9-0.95	1
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	0.931	NPC305039
High Similarity	0.8602	NPC171395
Intermediate Similarity	0.8478	NPC204341
Intermediate Similarity	0.8427	NPC323765
Intermediate Similarity	0.8333	NPC195640
Intermediate Similarity	0.8315	NPC144258
Intermediate Similarity	0.8298	NPC56525
Intermediate Similarity	0.8295	NPC321289
Intermediate Similarity	0.8295	NPC327969
Intermediate Similarity	0.8265	NPC271266
Intermediate Similarity	0.8265	NPC308351
Intermediate Similarity	0.8202	NPC69279
Intermediate Similarity	0.8202	NPC83569
Intermediate Similarity	0.8172	NPC129913
Intermediate Similarity	0.8163	NPC99411
Intermediate Similarity	0.8119	NPC44063
Intermediate Similarity	0.8111	NPC320801
Intermediate Similarity	0.809	NPC193347
Intermediate Similarity	0.809	NPC100297
Intermediate Similarity	0.8065	NPC262043
Intermediate Similarity	0.8065	NPC326627
Intermediate Similarity	0.8065	NPC173042
Intermediate Similarity	0.8065	NPC310010
Intermediate Similarity	0.8043	NPC136948
Intermediate Similarity	0.8022	NPC29447
Intermediate Similarity	0.802	NPC470267
Intermediate Similarity	0.8	NPC168188
Intermediate Similarity	0.8	NPC477852
Intermediate Similarity	0.8	NPC472226
Intermediate Similarity	0.8	NPC152897
Intermediate Similarity	0.8	NPC470015
Intermediate Similarity	0.8	NPC472225
Intermediate Similarity	0.8	NPC66429
Intermediate Similarity	0.8	NPC271784
Intermediate Similarity	0.7979	NPC474842
Intermediate Similarity	0.7979	NPC475965
Intermediate Similarity	0.7978	NPC477372
Intermediate Similarity	0.7978	NPC475833
Intermediate Similarity	0.7978	NPC201912
Intermediate Similarity	0.7978	NPC38350
Intermediate Similarity	0.7961	NPC2766
Intermediate Similarity	0.7959	NPC166745
Intermediate Similarity	0.7959	NPC235464
Intermediate Similarity	0.7957	NPC28227
Intermediate Similarity	0.7957	NPC97884
Intermediate Similarity	0.7957	NPC472220
Intermediate Similarity	0.7938	NPC155676
Intermediate Similarity	0.7938	NPC322063
Intermediate Similarity	0.7935	NPC472863
Intermediate Similarity	0.7931	NPC472300
Intermediate Similarity	0.7921	NPC235889
Intermediate Similarity	0.7917	NPC472224
Intermediate Similarity	0.7917	NPC294266
Intermediate Similarity	0.7917	NPC472223
Intermediate Similarity	0.7895	NPC218301
Intermediate Similarity	0.7889	NPC260956
Intermediate Similarity	0.7889	NPC240302
Intermediate Similarity	0.7889	NPC320514
Intermediate Similarity	0.7872	NPC473039
Intermediate Similarity	0.7864	NPC470269
Intermediate Similarity	0.7849	NPC181327
Intermediate Similarity	0.7849	NPC136548
Intermediate Similarity	0.7843	NPC181265
Intermediate Similarity	0.7841	NPC4827
Intermediate Similarity	0.7841	NPC469996
Intermediate Similarity	0.7835	NPC295347
Intermediate Similarity	0.7835	NPC263347
Intermediate Similarity	0.7826	NPC470223
Intermediate Similarity	0.7826	NPC94531
Intermediate Similarity	0.7826	NPC311702
Intermediate Similarity	0.7826	NPC123319
Intermediate Similarity	0.7816	NPC899
Intermediate Similarity	0.7812	NPC263780
Intermediate Similarity	0.7812	NPC233118
Intermediate Similarity	0.781	NPC207689
Intermediate Similarity	0.7802	NPC469561
Intermediate Similarity	0.7802	NPC477373
Intermediate Similarity	0.7802	NPC310470
Intermediate Similarity	0.7789	NPC46281
Intermediate Similarity	0.7788	NPC304495
Intermediate Similarity	0.7778	NPC147066
Intermediate Similarity	0.7778	NPC474955
Intermediate Similarity	0.7778	NPC225515
Intermediate Similarity	0.7778	NPC474085
Intermediate Similarity	0.7778	NPC477813
Intermediate Similarity	0.7778	NPC471582
Intermediate Similarity	0.7766	NPC320665
Intermediate Similarity	0.7766	NPC472302
Intermediate Similarity	0.7766	NPC72397
Intermediate Similarity	0.7755	NPC111684
Intermediate Similarity	0.7755	NPC58052
Intermediate Similarity	0.7753	NPC274996
Intermediate Similarity	0.7753	NPC196827
Intermediate Similarity	0.7753	NPC477371
Intermediate Similarity	0.7742	NPC264127
Intermediate Similarity	0.7742	NPC6247
Intermediate Similarity	0.7736	NPC221144
Intermediate Similarity	0.7732	NPC473431
Intermediate Similarity	0.7732	NPC473435
Intermediate Similarity	0.7732	NPC471078
Intermediate Similarity	0.7732	NPC473280
Intermediate Similarity	0.7723	NPC22388
Intermediate Similarity	0.7717	NPC100391
Intermediate Similarity	0.7717	NPC237712
Intermediate Similarity	0.7708	NPC150383
Intermediate Similarity	0.7708	NPC470036
Intermediate Similarity	0.7708	NPC174167
Intermediate Similarity	0.7708	NPC19114
Intermediate Similarity	0.7708	NPC473986
Intermediate Similarity	0.7708	NPC154101
Intermediate Similarity	0.7708	NPC474018
Intermediate Similarity	0.7692	NPC296367
Intermediate Similarity	0.7692	NPC133391
Intermediate Similarity	0.7684	NPC285982
Intermediate Similarity	0.7684	NPC54689
Intermediate Similarity	0.7684	NPC112454
Intermediate Similarity	0.7684	NPC476733
Intermediate Similarity	0.7684	NPC215029
Intermediate Similarity	0.7684	NPC474570
Intermediate Similarity	0.7684	NPC118011
Intermediate Similarity	0.7684	NPC284561
Intermediate Similarity	0.7684	NPC36668
Intermediate Similarity	0.7677	NPC208094
Intermediate Similarity	0.7677	NPC216904
Intermediate Similarity	0.7677	NPC107243
Intermediate Similarity	0.7677	NPC57416
Intermediate Similarity	0.767	NPC469874
Intermediate Similarity	0.766	NPC30421
Intermediate Similarity	0.7653	NPC45324
Intermediate Similarity	0.7653	NPC222845
Intermediate Similarity	0.7653	NPC469599
Intermediate Similarity	0.7653	NPC162001
Intermediate Similarity	0.7647	NPC470954
Intermediate Similarity	0.7647	NPC474207
Intermediate Similarity	0.7647	NPC474330
Intermediate Similarity	0.7642	NPC118860
Intermediate Similarity	0.7642	NPC43775
Intermediate Similarity	0.7642	NPC214797
Intermediate Similarity	0.7642	NPC231589
Intermediate Similarity	0.764	NPC74410
Intermediate Similarity	0.7634	NPC11711
Intermediate Similarity	0.7634	NPC189311
Intermediate Similarity	0.7634	NPC133652
Intermediate Similarity	0.7634	NPC263997
Intermediate Similarity	0.7634	NPC470048
Intermediate Similarity	0.7634	NPC132228
Intermediate Similarity	0.7634	NPC8518
Intermediate Similarity	0.7634	NPC474680
Intermediate Similarity	0.7634	NPC473038
Intermediate Similarity	0.7629	NPC250575
Intermediate Similarity	0.7629	NPC109414
Intermediate Similarity	0.7629	NPC243866
Intermediate Similarity	0.7619	NPC241927
Intermediate Similarity	0.7619	NPC258543
Intermediate Similarity	0.7614	NPC309399
Intermediate Similarity	0.7614	NPC180886
Intermediate Similarity	0.7609	NPC105803
Intermediate Similarity	0.7604	NPC212679
Intermediate Similarity	0.7604	NPC175628
Intermediate Similarity	0.7604	NPC123854
Intermediate Similarity	0.7604	NPC469595
Intermediate Similarity	0.7604	NPC111585
Intermediate Similarity	0.7604	NPC220454
Intermediate Similarity	0.7604	NPC148414
Intermediate Similarity	0.7604	NPC469372
Intermediate Similarity	0.76	NPC186810
Intermediate Similarity	0.76	NPC112753
Intermediate Similarity	0.76	NPC197386
Intermediate Similarity	0.76	NPC176845
Intermediate Similarity	0.76	NPC275439
Intermediate Similarity	0.7596	NPC475294
Intermediate Similarity	0.7586	NPC306928
Intermediate Similarity	0.7582	NPC278459
Intermediate Similarity	0.7582	NPC55869
Intermediate Similarity	0.7579	NPC294480
Intermediate Similarity	0.7579	NPC247406
Intermediate Similarity	0.7579	NPC48866
Intermediate Similarity	0.7576	NPC42042
Intermediate Similarity	0.7576	NPC151725
Intermediate Similarity	0.7576	NPC305483
Intermediate Similarity	0.7576	NPC328162
Intermediate Similarity	0.7576	NPC122324
Intermediate Similarity	0.7576	NPC96859
Intermediate Similarity	0.7576	NPC106425
Intermediate Similarity	0.7573	NPC228669
Intermediate Similarity	0.7573	NPC164835
Intermediate Similarity	0.7573	NPC13385
Intermediate Similarity	0.757	NPC100267
Intermediate Similarity	0.757	NPC475524
Intermediate Similarity	0.757	NPC170487
Intermediate Similarity	0.7556	NPC192329
Intermediate Similarity	0.7553	NPC327115
Intermediate Similarity	0.7551	NPC38830
Intermediate Similarity	0.7551	NPC7165
Intermediate Similarity	0.7549	NPC473163
Intermediate Similarity	0.7549	NPC119601
Intermediate Similarity	0.7549	NPC308726
Intermediate Similarity	0.7528	NPC165711
Intermediate Similarity	0.7527	NPC161423
Intermediate Similarity	0.7527	NPC227064

Drug Structure

NPD5694 OpenBabel08211708292D 27 30 0 0 1 0 0 0 0 0999 V2000 0.9243 1.2730 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4895 0.8355 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3719 -0.9364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8428 0.5222 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5297 -3.4052 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6867 -2.9188 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0569 -1.9445 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5289 -0.4859 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8413 -1.4596 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2144 -1.4581 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6858 0.0005 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8416 -0.4869 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2150 -3.4047 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0003 0.9723 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7668 0.1852 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3725 -2.9183 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0572 -2.9178 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6864 -1.9455 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.5292 -1.4586 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8433 -1.4591 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.3722 -1.9450 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8431 -0.4864 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 -0.7230 1.6227 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.9686 -0.7659 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.9271 -3.4196 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8422 0.4859 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 14 1 0 0 0 0 2 15 1 0 0 0 0 4 22 1 0 0 0 0 5 6 2 0 0 0 0 5 16 1 0 0 0 0 7 10 1 0 0 0 0 7 17 1 0 0 0 0 8 11 1 0 0 0 0 8 19 1 0 0 0 0 9 12 1 0 0 0 0 9 20 1 0 0 0 0 10 21 1 0 0 0 0 11 22 1 0 0 0 0 12 23 1 0 0 0 0 13 16 2 0 0 0 0 13 17 1 0 0 0 0 14 24 2 0 0 0 0 15 25 2 0 0 0 0 15 27 1 0 0 0 0 16 21 1 0 0 0 0 17 26 2 0 0 0 0 18 6 1 1 0 0 0 18 19 1 0 0 0 0 18 20 1 0 0 0 0 19 21 1 6 0 0 0 20 22 1 6 0 0 0 21 3 1 6 0 0 0 22 23 1 1 0 0 0 23 14 1 6 0 0 0 23 27 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000861
DrugBank	DB00351
ChEMBL	CHEMBL1201139
IUPHAR/BPS
PharmaGKB	PA450351
KEGG Drug	D00952
PubChem CID
ChEBI	6723
CAS Number	595-33-5

Drug Properties

Molecular Weight	370.21
ALogP	1.1174
MLogP	3.55
XLogP	3.657
HDA	4
HBD	0
Rotatable Bonds	7
TPSA	60.44
RO5 Violation	0