NPASS drugs

Drug Information

Drug ID:	NPD5280
Drug Name:	megestrol
Molecular Formula:	C22H30O3
Canonical SMILES:	O=C1CC[C@]2(C(=C1)C(=C[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@]2(O)C(=O)C)C)C)C
Standard InCHI:	InChI=1S/C22H30O3/c1-13-11-16-17(20(3)8-5-15(24)12-19(13)20)6-9-21(4)18(16)7-10-22(21,25)14(2)23/h11-12,16-18,25H,5-10H2,1-4H3/t16-,17+,18+,20-,21+,22+/m1/s1
Standard InCHIKey:	VXIMPSPISRVBPZ-NWUMPJBXSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD5280

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	120
0.1-0.2	793
0.2-0.3	3457
0.3-0.4	10427
0.4-0.5	7092
0.5-0.6	4993
0.6-0.7	2912
0.7-0.8	962
0.8-0.85	110
0.85-0.9	22
0.9-0.95	1
0.95-1	1

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	0.9506	NPC144258
High Similarity	0.9259	NPC193347
High Similarity	0.8953	NPC310010
High Similarity	0.8953	NPC326627
High Similarity	0.8851	NPC129913
High Similarity	0.881	NPC237712
High Similarity	0.8721	NPC136548
High Similarity	0.869	NPC69279
High Similarity	0.869	NPC83569
High Similarity	0.8675	NPC225515
High Similarity	0.8652	NPC250575
High Similarity	0.8652	NPC233118
High Similarity	0.8621	NPC320665
High Similarity	0.8605	NPC327115
High Similarity	0.8588	NPC58841
High Similarity	0.8588	NPC161423
High Similarity	0.8588	NPC227064
High Similarity	0.8588	NPC473246
High Similarity	0.8588	NPC321187
High Similarity	0.8588	NPC329043
High Similarity	0.8554	NPC108955
High Similarity	0.8539	NPC204341
High Similarity	0.8537	NPC189485
High Similarity	0.8523	NPC76879
Intermediate Similarity	0.8452	NPC55869
Intermediate Similarity	0.8452	NPC38350
Intermediate Similarity	0.8452	NPC201912
Intermediate Similarity	0.8452	NPC150506
Intermediate Similarity	0.8452	NPC477372
Intermediate Similarity	0.8434	NPC215843
Intermediate Similarity	0.8434	NPC27817
Intermediate Similarity	0.8427	NPC69622
Intermediate Similarity	0.8391	NPC89077
Intermediate Similarity	0.8372	NPC85774
Intermediate Similarity	0.8372	NPC214043
Intermediate Similarity	0.8372	NPC472480
Intermediate Similarity	0.8372	NPC82902
Intermediate Similarity	0.8353	NPC260956
Intermediate Similarity	0.8353	NPC320514
Intermediate Similarity	0.8333	NPC19114
Intermediate Similarity	0.8315	NPC477943
Intermediate Similarity	0.8315	NPC305039
Intermediate Similarity	0.8298	NPC474720
Intermediate Similarity	0.8295	NPC136948
Intermediate Similarity	0.8293	NPC92080
Intermediate Similarity	0.828	NPC18509
Intermediate Similarity	0.8276	NPC29447
Intermediate Similarity	0.8276	NPC474218
Intermediate Similarity	0.8276	NPC469948
Intermediate Similarity	0.8261	NPC171395
Intermediate Similarity	0.8256	NPC472492
Intermediate Similarity	0.8256	NPC470015
Intermediate Similarity	0.8256	NPC168188
Intermediate Similarity	0.8256	NPC477852
Intermediate Similarity	0.8256	NPC53733
Intermediate Similarity	0.8242	NPC152897
Intermediate Similarity	0.8242	NPC472942
Intermediate Similarity	0.8242	NPC66429
Intermediate Similarity	0.8235	NPC147066
Intermediate Similarity	0.8235	NPC121984
Intermediate Similarity	0.8214	NPC472490
Intermediate Similarity	0.8214	NPC477371
Intermediate Similarity	0.8202	NPC471722
Intermediate Similarity	0.8202	NPC44181
Intermediate Similarity	0.8191	NPC235464
Intermediate Similarity	0.8191	NPC147954
Intermediate Similarity	0.8191	NPC166745
Intermediate Similarity	0.8182	NPC474732
Intermediate Similarity	0.8182	NPC118648
Intermediate Similarity	0.8182	NPC72133
Intermediate Similarity	0.8182	NPC51014
Intermediate Similarity	0.8182	NPC475022
Intermediate Similarity	0.8182	NPC31564
Intermediate Similarity	0.8182	NPC469994
Intermediate Similarity	0.8182	NPC474733
Intermediate Similarity	0.8182	NPC145879
Intermediate Similarity	0.8182	NPC20688
Intermediate Similarity	0.8182	NPC222613
Intermediate Similarity	0.8182	NPC474778
Intermediate Similarity	0.8182	NPC473168
Intermediate Similarity	0.8172	NPC155676
Intermediate Similarity	0.814	NPC103486
Intermediate Similarity	0.8132	NPC168027
Intermediate Similarity	0.8132	NPC185936
Intermediate Similarity	0.8118	NPC472478
Intermediate Similarity	0.8118	NPC476809
Intermediate Similarity	0.8111	NPC86319
Intermediate Similarity	0.8111	NPC275740
Intermediate Similarity	0.8111	NPC65615
Intermediate Similarity	0.8111	NPC68148
Intermediate Similarity	0.8111	NPC2983
Intermediate Similarity	0.8111	NPC262043
Intermediate Similarity	0.8111	NPC474245
Intermediate Similarity	0.8105	NPC144956
Intermediate Similarity	0.8095	NPC471409
Intermediate Similarity	0.8095	NPC476808
Intermediate Similarity	0.8095	NPC30321
Intermediate Similarity	0.8095	NPC469996
Intermediate Similarity	0.8095	NPC275494
Intermediate Similarity	0.809	NPC58063
Intermediate Similarity	0.809	NPC317590
Intermediate Similarity	0.809	NPC472481
Intermediate Similarity	0.809	NPC472482
Intermediate Similarity	0.809	NPC472484
Intermediate Similarity	0.809	NPC475740
Intermediate Similarity	0.809	NPC93778
Intermediate Similarity	0.8072	NPC309399
Intermediate Similarity	0.8072	NPC110725
Intermediate Similarity	0.8068	NPC33663
Intermediate Similarity	0.8068	NPC132228
Intermediate Similarity	0.8068	NPC123319
Intermediate Similarity	0.8068	NPC8518
Intermediate Similarity	0.8068	NPC94531
Intermediate Similarity	0.8068	NPC474083
Intermediate Similarity	0.8068	NPC263997
Intermediate Similarity	0.8068	NPC311702
Intermediate Similarity	0.8065	NPC472932
Intermediate Similarity	0.8065	NPC263347
Intermediate Similarity	0.8046	NPC310470
Intermediate Similarity	0.8046	NPC477373
Intermediate Similarity	0.8043	NPC134826
Intermediate Similarity	0.8041	NPC111323
Intermediate Similarity	0.8022	NPC191684
Intermediate Similarity	0.8022	NPC320026
Intermediate Similarity	0.8022	NPC171441
Intermediate Similarity	0.8021	NPC99411
Intermediate Similarity	0.8	NPC196827
Intermediate Similarity	0.8	NPC143767
Intermediate Similarity	0.8	NPC328313
Intermediate Similarity	0.8	NPC72397
Intermediate Similarity	0.8	NPC472483
Intermediate Similarity	0.8	NPC328539
Intermediate Similarity	0.8	NPC131470
Intermediate Similarity	0.8	NPC274996
Intermediate Similarity	0.7979	NPC49371
Intermediate Similarity	0.7978	NPC472494
Intermediate Similarity	0.7978	NPC472479
Intermediate Similarity	0.7978	NPC472488
Intermediate Similarity	0.7978	NPC6247
Intermediate Similarity	0.7978	NPC472491
Intermediate Similarity	0.7976	NPC266193
Intermediate Similarity	0.7976	NPC165711
Intermediate Similarity	0.7976	NPC257666
Intermediate Similarity	0.7957	NPC111015
Intermediate Similarity	0.7957	NPC196485
Intermediate Similarity	0.7957	NPC245972
Intermediate Similarity	0.7955	NPC87552
Intermediate Similarity	0.7955	NPC59453
Intermediate Similarity	0.7955	NPC221758
Intermediate Similarity	0.7952	NPC251435
Intermediate Similarity	0.7938	NPC87351
Intermediate Similarity	0.7935	NPC475806
Intermediate Similarity	0.7931	NPC133391
Intermediate Similarity	0.7931	NPC151519
Intermediate Similarity	0.7912	NPC186688
Intermediate Similarity	0.7912	NPC112454
Intermediate Similarity	0.7912	NPC26959
Intermediate Similarity	0.7912	NPC84271
Intermediate Similarity	0.7912	NPC31985
Intermediate Similarity	0.7912	NPC77168
Intermediate Similarity	0.7912	NPC474918
Intermediate Similarity	0.7912	NPC1015
Intermediate Similarity	0.7912	NPC309603
Intermediate Similarity	0.7912	NPC473999
Intermediate Similarity	0.7912	NPC102414
Intermediate Similarity	0.7912	NPC54689
Intermediate Similarity	0.7912	NPC268406
Intermediate Similarity	0.7907	NPC2482
Intermediate Similarity	0.7901	NPC307176
Intermediate Similarity	0.7895	NPC473161
Intermediate Similarity	0.7889	NPC141292
Intermediate Similarity	0.7889	NPC287079
Intermediate Similarity	0.7889	NPC90652
Intermediate Similarity	0.7889	NPC472493
Intermediate Similarity	0.7889	NPC99909
Intermediate Similarity	0.7882	NPC74410
Intermediate Similarity	0.7872	NPC259286
Intermediate Similarity	0.7872	NPC162001
Intermediate Similarity	0.7872	NPC45324
Intermediate Similarity	0.7872	NPC280725
Intermediate Similarity	0.7872	NPC222845
Intermediate Similarity	0.7865	NPC11711
Intermediate Similarity	0.7865	NPC470574
Intermediate Similarity	0.7865	NPC241512
Intermediate Similarity	0.7865	NPC323765
Intermediate Similarity	0.7865	NPC36350
Intermediate Similarity	0.7865	NPC469993
Intermediate Similarity	0.7865	NPC132629
Intermediate Similarity	0.7865	NPC15838
Intermediate Similarity	0.7865	NPC471224
Intermediate Similarity	0.7865	NPC473038
Intermediate Similarity	0.7865	NPC470048
Intermediate Similarity	0.7865	NPC6185
Intermediate Similarity	0.7857	NPC180886
Intermediate Similarity	0.7857	NPC311612
Intermediate Similarity	0.7857	NPC1254
Intermediate Similarity	0.7849	NPC12722
Intermediate Similarity	0.7849	NPC474807
Intermediate Similarity	0.7849	NPC472930
Intermediate Similarity	0.7849	NPC243866

Drug Structure

NPD5280 OpenBabel08211706322D 26 29 0 0 1 0 0 0 0 0999 V2000 2.5244 -4.4040 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9223 1.2702 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3645 -0.9343 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8409 0.5211 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0457 -1.9402 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5233 -0.4848 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8395 -1.4563 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2051 -1.4549 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6821 0.0005 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8397 -0.4858 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6829 -2.9123 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2057 -3.3972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5241 -3.3976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0003 0.9701 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0460 -2.9114 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6827 -1.9412 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.5236 -1.4554 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8415 -1.4559 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.3651 -2.9118 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3648 -1.9407 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8412 -0.4853 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 -0.7214 1.6191 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.9141 -3.4121 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8403 0.4848 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7629 0.1847 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 13 1 0 0 0 0 2 14 1 0 0 0 0 4 21 1 0 0 0 0 5 8 1 0 0 0 0 5 15 1 0 0 0 0 6 9 1 0 0 0 0 6 17 1 0 0 0 0 7 10 1 0 0 0 0 7 18 1 0 0 0 0 8 20 1 0 0 0 0 9 21 1 0 0 0 0 10 22 1 0 0 0 0 11 13 2 0 0 0 0 12 15 1 0 0 0 0 12 19 2 0 0 0 0 13 19 1 0 0 0 0 14 23 2 0 0 0 0 15 24 2 0 0 0 0 16 11 1 1 0 0 0 16 17 1 0 0 0 0 16 18 1 0 0 0 0 17 20 1 6 0 0 0 18 21 1 6 0 0 0 19 20 1 0 0 0 0 20 3 1 6 0 0 0 21 22 1 1 0 0 0 22 14 1 6 0 0 0 22 25 1 0 0 0 0 25 26 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000861
DrugBank
ChEMBL
IUPHAR/BPS	9128
PharmaGKB
KEGG Drug
PubChem CID	19090
ChEBI
CAS Number

Drug Properties

Molecular Weight	342.22
ALogP	1.1847
MLogP	3.55
XLogP	3.309
HDA	3
HBD	1
Rotatable Bonds	6
TPSA	54.37
RO5 Violation	0