NPASS drugs

Drug Information

Drug ID:	NPD6879
Drug Name:	Ibutamoren
Molecular Formula:	C27H36N4O5S
Canonical SMILES:	O=C([C@H](N=C(C(N)(C)C)O)COCc1ccccc1)N1CCC2(CC1)CN(c1c2cccc1)S(=O)(=O)C
Standard InCHI:	InChI=1S/C27H36N4O5S/c1-26(2,28)25(33)29-22(18-36-17-20-9-5-4-6-10-20)24(32)30-15-13-27(14-16-30)19-31(37(3,34)35)23-12-8-7-11-21(23)27/h4-12,22H,13-19,28H2,1-3H3,(H,29,33)/t22-/m1/s1
Standard InCHIKey:	UMUPQWIGCOZEOY-JOCHJYFZSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD6879

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	149
0.1-0.2	1015
0.2-0.3	4343
0.3-0.4	9984
0.4-0.5	11244
0.5-0.6	3311
0.6-0.7	839
0.7-0.8	5
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	0.7368	NPC254798
Intermediate Similarity	0.7072	NPC189116
Intermediate Similarity	0.7056	NPC68650
Intermediate Similarity	0.7033	NPC471124
Intermediate Similarity	0.7017	NPC85651
Remote Similarity	0.6963	NPC307396
Remote Similarity	0.6944	NPC104345
Remote Similarity	0.6923	NPC176983
Remote Similarity	0.6923	NPC476231
Remote Similarity	0.6923	NPC289776
Remote Similarity	0.6923	NPC191863
Remote Similarity	0.6923	NPC133470
Remote Similarity	0.6915	NPC211997
Remote Similarity	0.6911	NPC2933
Remote Similarity	0.6907	NPC174629
Remote Similarity	0.6906	NPC471122
Remote Similarity	0.6902	NPC472114
Remote Similarity	0.6902	NPC472115
Remote Similarity	0.6889	NPC29285
Remote Similarity	0.6875	NPC259626
Remote Similarity	0.6866	NPC471436
Remote Similarity	0.6863	NPC470491
Remote Similarity	0.6862	NPC134586
Remote Similarity	0.6859	NPC256288
Remote Similarity	0.6859	NPC477159
Remote Similarity	0.6845	NPC96901
Remote Similarity	0.6837	NPC204970
Remote Similarity	0.6832	NPC477179
Remote Similarity	0.6828	NPC469915
Remote Similarity	0.6821	NPC186284
Remote Similarity	0.6821	NPC470301
Remote Similarity	0.6821	NPC22082
Remote Similarity	0.6813	NPC243673
Remote Similarity	0.6813	NPC148468
Remote Similarity	0.6813	NPC263709
Remote Similarity	0.6813	NPC63210
Remote Similarity	0.6813	NPC310403
Remote Similarity	0.6813	NPC97380
Remote Similarity	0.681	NPC248601
Remote Similarity	0.681	NPC471198
Remote Similarity	0.6798	NPC254850
Remote Similarity	0.6798	NPC477180
Remote Similarity	0.6798	NPC477181
Remote Similarity	0.6798	NPC477178
Remote Similarity	0.6788	NPC473007
Remote Similarity	0.678	NPC475259
Remote Similarity	0.678	NPC471945
Remote Similarity	0.678	NPC471950
Remote Similarity	0.6776	NPC472102
Remote Similarity	0.6776	NPC309531
Remote Similarity	0.6776	NPC143457
Remote Similarity	0.6768	NPC230313
Remote Similarity	0.6765	NPC477174
Remote Similarity	0.6765	NPC470490
Remote Similarity	0.6765	NPC477173
Remote Similarity	0.6762	NPC471197
Remote Similarity	0.6757	NPC470069
Remote Similarity	0.6757	NPC52059
Remote Similarity	0.6755	NPC139085
Remote Similarity	0.6755	NPC214626
Remote Similarity	0.6755	NPC251212
Remote Similarity	0.6753	NPC473615
Remote Similarity	0.6751	NPC473004
Remote Similarity	0.6748	NPC471946
Remote Similarity	0.6748	NPC471951
Remote Similarity	0.6739	NPC286871
Remote Similarity	0.6737	NPC28848
Remote Similarity	0.6737	NPC14325
Remote Similarity	0.6735	NPC22689
Remote Similarity	0.6735	NPC105055
Remote Similarity	0.6735	NPC473008
Remote Similarity	0.6735	NPC128582
Remote Similarity	0.6734	NPC470787
Remote Similarity	0.6734	NPC472540
Remote Similarity	0.6734	NPC472539
Remote Similarity	0.6732	NPC470488
Remote Similarity	0.6718	NPC229484
Remote Similarity	0.6716	NPC192674
Remote Similarity	0.6705	NPC472103
Remote Similarity	0.6701	NPC129909
Remote Similarity	0.6701	NPC276430
Remote Similarity	0.67	NPC472542
Remote Similarity	0.67	NPC472541
Remote Similarity	0.6699	NPC270241
Remote Similarity	0.6699	NPC285192
Remote Similarity	0.6686	NPC231382
Remote Similarity	0.6685	NPC212799
Remote Similarity	0.6685	NPC471132
Remote Similarity	0.6684	NPC473432
Remote Similarity	0.6684	NPC284706
Remote Similarity	0.6684	NPC292675
Remote Similarity	0.6683	NPC225400
Remote Similarity	0.6682	NPC244425
Remote Similarity	0.6682	NPC15384
Remote Similarity	0.6667	NPC211525
Remote Similarity	0.6667	NPC254700
Remote Similarity	0.6667	NPC477548
Remote Similarity	0.6667	NPC184437
Remote Similarity	0.6667	NPC477160
Remote Similarity	0.6667	NPC39822
Remote Similarity	0.6667	NPC153694
Remote Similarity	0.6667	NPC243756
Remote Similarity	0.6667	NPC472106
Remote Similarity	0.665	NPC471155
Remote Similarity	0.665	NPC472538
Remote Similarity	0.665	NPC470786
Remote Similarity	0.6649	NPC472101
Remote Similarity	0.6649	NPC472117
Remote Similarity	0.6649	NPC472120
Remote Similarity	0.6649	NPC472121
Remote Similarity	0.6648	NPC161827
Remote Similarity	0.6647	NPC250476
Remote Similarity	0.6635	NPC475359
Remote Similarity	0.6635	NPC191817
Remote Similarity	0.6633	NPC470485
Remote Similarity	0.6632	NPC470548
Remote Similarity	0.663	NPC276085
Remote Similarity	0.6629	NPC264589
Remote Similarity	0.6629	NPC472100
Remote Similarity	0.6616	NPC470483
Remote Similarity	0.6605	NPC31097
Remote Similarity	0.6602	NPC277350
Remote Similarity	0.66	NPC243626
Remote Similarity	0.6597	NPC475607
Remote Similarity	0.6597	NPC129624
Remote Similarity	0.6596	NPC33507
Remote Similarity	0.6595	NPC474058
Remote Similarity	0.6587	NPC325013
Remote Similarity	0.6585	NPC473460
Remote Similarity	0.6584	NPC100863
Remote Similarity	0.6584	NPC473640
Remote Similarity	0.6583	NPC55493
Remote Similarity	0.6582	NPC311858
Remote Similarity	0.6582	NPC94752
Remote Similarity	0.658	NPC166169
Remote Similarity	0.6579	NPC298851
Remote Similarity	0.6579	NPC293255
Remote Similarity	0.6579	NPC276993
Remote Similarity	0.6579	NPC285622
Remote Similarity	0.6579	NPC181138
Remote Similarity	0.6579	NPC21752
Remote Similarity	0.6579	NPC210415
Remote Similarity	0.6576	NPC113946
Remote Similarity	0.6576	NPC61013
Remote Similarity	0.6575	NPC154602
Remote Similarity	0.6566	NPC473298
Remote Similarity	0.6564	NPC245741
Remote Similarity	0.6564	NPC302235
Remote Similarity	0.6564	NPC470003
Remote Similarity	0.6562	NPC474081
Remote Similarity	0.6558	NPC474896
Remote Similarity	0.6556	NPC473491
Remote Similarity	0.6554	NPC308197
Remote Similarity	0.6553	NPC14339
Remote Similarity	0.6552	NPC241024
Remote Similarity	0.6552	NPC32200
Remote Similarity	0.6552	NPC287358
Remote Similarity	0.6547	NPC184680
Remote Similarity	0.6545	NPC13367
Remote Similarity	0.6545	NPC158277
Remote Similarity	0.6545	NPC475594
Remote Similarity	0.6543	NPC214960
Remote Similarity	0.6543	NPC279527
Remote Similarity	0.6543	NPC278887
Remote Similarity	0.6541	NPC193410
Remote Similarity	0.654	NPC316181
Remote Similarity	0.654	NPC74562
Remote Similarity	0.654	NPC151781
Remote Similarity	0.654	NPC471663
Remote Similarity	0.6537	NPC311357
Remote Similarity	0.6535	NPC90967
Remote Similarity	0.6534	NPC161069
Remote Similarity	0.6533	NPC243716
Remote Similarity	0.6531	NPC322621
Remote Similarity	0.6528	NPC99043
Remote Similarity	0.6528	NPC321211
Remote Similarity	0.6528	NPC218594
Remote Similarity	0.6526	NPC158129
Remote Similarity	0.6524	NPC313757
Remote Similarity	0.6524	NPC476118
Remote Similarity	0.652	NPC67904
Remote Similarity	0.652	NPC138830
Remote Similarity	0.6519	NPC473329
Remote Similarity	0.6518	NPC470785
Remote Similarity	0.6512	NPC272174
Remote Similarity	0.651	NPC476441
Remote Similarity	0.6509	NPC477979
Remote Similarity	0.6509	NPC478157
Remote Similarity	0.6505	NPC295548
Remote Similarity	0.6505	NPC248117
Remote Similarity	0.6505	NPC320064
Remote Similarity	0.6502	NPC239954
Remote Similarity	0.6497	NPC282092
Remote Similarity	0.6492	NPC476425
Remote Similarity	0.6488	NPC475506
Remote Similarity	0.6486	NPC244336
Remote Similarity	0.6486	NPC222029
Remote Similarity	0.6484	NPC66936
Remote Similarity	0.6482	NPC474059
Remote Similarity	0.648	NPC470824

Drug Structure

NPD6879 OpenBabel08211710072D 40 43 0 0 1 0 0 0 0 0999 V2000 4.6759 3.7411 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2636 2.9321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.7427 -1.7594 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.6381 -0.7648 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.9337 -2.3472 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0741 -2.1473 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1230 -2.4563 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.7246 -0.3581 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0201 -1.9404 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2820 -1.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3799 -1.7872 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4343 1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4524 0.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2433 2.0823 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2614 0.6810 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0020 -0.5392 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9840 0.8621 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5878 0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9156 -0.9459 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5388 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8794 1.8566 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.5878 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9659 2.2634 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5839 3.4389 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6704 3.8457 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5388 0.5000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 5.5659 4.8402 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.6885 2.4444 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.1569 1.6756 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.8614 3.2579 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.3929 4.0267 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.8975 0.4554 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 6.3749 5.4280 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.6523 5.2469 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.2884 5.0212 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 26 1 0 0 0 0 2 26 1 0 0 0 0 3 37 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 9 1 0 0 0 0 6 10 2 0 0 0 0 7 8 2 0 0 0 0 7 11 1 0 0 0 0 8 12 1 0 0 0 0 9 20 2 0 0 0 0 10 20 1 0 0 0 0 11 21 2 0 0 0 0 12 23 2 0 0 0 0 13 15 1 0 0 0 0 13 27 1 0 0 0 0 14 16 1 0 0 0 0 14 27 1 0 0 0 0 15 30 1 0 0 0 0 16 30 1 0 0 0 0 17 20 1 0 0 0 0 17 36 1 0 0 0 0 18 36 1 0 0 0 0 19 27 1 0 0 0 0 19 31 1 0 0 0 0 21 23 1 0 0 0 0 21 27 1 0 0 0 0 22 18 1 6 0 0 0 22 24 1 0 0 0 0 22 29 1 0 0 0 0 23 31 1 0 0 0 0 24 30 1 0 0 0 0 24 32 2 0 0 0 0 25 26 1 0 0 0 0 25 29 2 3 0 0 0 25 33 1 0 0 0 0 26 28 1 0 0 0 0 28 38 1 0 0 0 0 28 39 1 0 0 0 0 31 37 1 0 0 0 0 33 40 1 0 0 0 0 34 37 2 0 0 0 0 35 37 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP001483; DCL000682
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	178024; 9963383
ChEBI
CAS Number

Drug Properties

Molecular Weight	528.24
ALogP	-1.8182
MLogP	3.33
XLogP	3.736
HDA	9
HBD	2
Rotatable Bonds	14
TPSA	133.91
RO5 Violation	0