NPASS drugs

Drug Information

Drug ID:	NPD6281
Drug Name:	Metergoline
Molecular Formula:	C25H29N3O2
Canonical SMILES:	CN1C[C@H](CN=C(OCc2ccccc2)O)C[C@H]2[C@H]1Cc1cn(c3c1c2ccc3)C
Standard InCHI:	InChI=1S/C25H29N3O2/c1-27-14-18(13-26-25(29)30-16-17-7-4-3-5-8-17)11-21-20-9-6-10-22-24(20)19(12-23(21)27)15-28(22)2/h3-10,15,18,21,23H,11-14,16H2,1-2H3,(H,26,29)/t18-,21+,23+/m0/s1
Standard InCHIKey:	WZHJKEUHNJHDLS-QTGUNEKASA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD6281

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	301
0.1-0.2	1500
0.2-0.3	8158
0.3-0.4	12205
0.4-0.5	5381
0.5-0.6	1553
0.6-0.7	1465
0.7-0.8	325
0.8-0.85	2
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	0.8162	NPC95783
Intermediate Similarity	0.8035	NPC51054
Intermediate Similarity	0.7967	NPC176199
Intermediate Similarity	0.7967	NPC215795
Intermediate Similarity	0.7956	NPC203754
Intermediate Similarity	0.7956	NPC150048
Intermediate Similarity	0.7912	NPC68354
Intermediate Similarity	0.7901	NPC37423
Intermediate Similarity	0.7901	NPC275305
Intermediate Similarity	0.7857	NPC134586
Intermediate Similarity	0.7841	NPC56765
Intermediate Similarity	0.7833	NPC194411
Intermediate Similarity	0.7821	NPC98187
Intermediate Similarity	0.7814	NPC211997
Intermediate Similarity	0.7761	NPC149471
Intermediate Similarity	0.7761	NPC271215
Intermediate Similarity	0.7747	NPC313791
Intermediate Similarity	0.7742	NPC19679
Intermediate Similarity	0.7701	NPC284678
Intermediate Similarity	0.7684	NPC129721
Intermediate Similarity	0.768	NPC239954
Intermediate Similarity	0.7663	NPC56618
Intermediate Similarity	0.7662	NPC208284
Intermediate Similarity	0.7656	NPC198673
Intermediate Similarity	0.7656	NPC473178
Intermediate Similarity	0.764	NPC318065
Intermediate Similarity	0.764	NPC206819
Intermediate Similarity	0.7624	NPC251160
Intermediate Similarity	0.7622	NPC151939
Intermediate Similarity	0.7616	NPC471323
Intermediate Similarity	0.7612	NPC188420
Intermediate Similarity	0.7611	NPC311276
Intermediate Similarity	0.761	NPC100079
Intermediate Similarity	0.761	NPC23614
Intermediate Similarity	0.7596	NPC158129
Intermediate Similarity	0.759	NPC168911
Intermediate Similarity	0.7582	NPC201700
Intermediate Similarity	0.7574	NPC251722
Intermediate Similarity	0.7574	NPC314102
Intermediate Similarity	0.7551	NPC32200
Intermediate Similarity	0.755	NPC313189
Intermediate Similarity	0.7542	NPC41257
Intermediate Similarity	0.754	NPC300688
Intermediate Similarity	0.7538	NPC118832
Intermediate Similarity	0.7538	NPC329708
Intermediate Similarity	0.7538	NPC47059
Intermediate Similarity	0.7538	NPC229332
Intermediate Similarity	0.7538	NPC274291
Intermediate Similarity	0.7538	NPC264166
Intermediate Similarity	0.7538	NPC165349
Intermediate Similarity	0.7529	NPC169433
Intermediate Similarity	0.7527	NPC326575
Intermediate Similarity	0.7524	NPC204446
Intermediate Similarity	0.7514	NPC102423
Intermediate Similarity	0.7514	NPC469938
Intermediate Similarity	0.7513	NPC234197
Intermediate Similarity	0.7513	NPC477019
Intermediate Similarity	0.75	NPC131718
Intermediate Similarity	0.75	NPC255229
Intermediate Similarity	0.75	NPC44773
Intermediate Similarity	0.75	NPC215584
Intermediate Similarity	0.75	NPC40070
Intermediate Similarity	0.75	NPC81229
Intermediate Similarity	0.7488	NPC46451
Intermediate Similarity	0.7487	NPC475774
Intermediate Similarity	0.7486	NPC469762
Intermediate Similarity	0.7486	NPC63751
Intermediate Similarity	0.7473	NPC472122
Intermediate Similarity	0.7473	NPC24594
Intermediate Similarity	0.7473	NPC477975
Intermediate Similarity	0.7463	NPC235076
Intermediate Similarity	0.746	NPC48938
Intermediate Similarity	0.7459	NPC471294
Intermediate Similarity	0.7451	NPC202768
Intermediate Similarity	0.7451	NPC53069
Intermediate Similarity	0.7451	NPC296482
Intermediate Similarity	0.7444	NPC6436
Intermediate Similarity	0.7432	NPC49954
Intermediate Similarity	0.7432	NPC474561
Intermediate Similarity	0.743	NPC469785
Intermediate Similarity	0.7419	NPC189812
Intermediate Similarity	0.7419	NPC329688
Intermediate Similarity	0.7418	NPC90723
Intermediate Similarity	0.7416	NPC73952
Intermediate Similarity	0.7416	NPC469786
Intermediate Similarity	0.7416	NPC469765
Intermediate Similarity	0.7416	NPC25008
Intermediate Similarity	0.7416	NPC259644
Intermediate Similarity	0.7416	NPC469760
Intermediate Similarity	0.7416	NPC469763
Intermediate Similarity	0.7413	NPC474145
Intermediate Similarity	0.7413	NPC475841
Intermediate Similarity	0.7411	NPC265576
Intermediate Similarity	0.7411	NPC474916
Intermediate Similarity	0.7411	NPC212213
Intermediate Similarity	0.7401	NPC33421
Intermediate Similarity	0.7389	NPC286427
Intermediate Similarity	0.7382	NPC62510
Intermediate Similarity	0.7382	NPC473189
Intermediate Similarity	0.7381	NPC118121
Intermediate Similarity	0.7376	NPC135549
Intermediate Similarity	0.7374	NPC212376
Intermediate Similarity	0.7374	NPC211572
Intermediate Similarity	0.7374	NPC70922
Intermediate Similarity	0.7374	NPC80597
Intermediate Similarity	0.7374	NPC4071
Intermediate Similarity	0.7374	NPC476578
Intermediate Similarity	0.7374	NPC476582
Intermediate Similarity	0.7374	NPC75540
Intermediate Similarity	0.7363	NPC285558
Intermediate Similarity	0.7363	NPC327592
Intermediate Similarity	0.7354	NPC187827
Intermediate Similarity	0.7354	NPC472105
Intermediate Similarity	0.7344	NPC474707
Intermediate Similarity	0.7337	NPC160105
Intermediate Similarity	0.7327	NPC317373
Intermediate Similarity	0.7327	NPC472111
Intermediate Similarity	0.7322	NPC194640
Intermediate Similarity	0.7316	NPC233936
Intermediate Similarity	0.7312	NPC126492
Intermediate Similarity	0.7306	NPC204565
Intermediate Similarity	0.7306	NPC473177
Intermediate Similarity	0.7303	NPC105818
Intermediate Similarity	0.7303	NPC24678
Intermediate Similarity	0.7302	NPC213468
Intermediate Similarity	0.7297	NPC317430
Intermediate Similarity	0.7296	NPC307963
Intermediate Similarity	0.7292	NPC280290
Intermediate Similarity	0.7292	NPC282103
Intermediate Similarity	0.7288	NPC470111
Intermediate Similarity	0.7283	NPC104483
Intermediate Similarity	0.7282	NPC96405
Intermediate Similarity	0.7282	NPC171409
Intermediate Similarity	0.7277	NPC472110
Intermediate Similarity	0.7277	NPC16452
Intermediate Similarity	0.7277	NPC476581
Intermediate Similarity	0.7277	NPC36229
Intermediate Similarity	0.7277	NPC472109
Intermediate Similarity	0.7277	NPC475070
Intermediate Similarity	0.7273	NPC267928
Intermediate Similarity	0.7268	NPC470020
Intermediate Similarity	0.7268	NPC65215
Intermediate Similarity	0.7268	NPC282231
Intermediate Similarity	0.7268	NPC173028
Intermediate Similarity	0.7267	NPC150259
Intermediate Similarity	0.7259	NPC133366
Intermediate Similarity	0.7255	NPC475910
Intermediate Similarity	0.7253	NPC92796
Intermediate Similarity	0.7253	NPC230869
Intermediate Similarity	0.7253	NPC135141
Intermediate Similarity	0.725	NPC329747
Intermediate Similarity	0.7249	NPC59269
Intermediate Similarity	0.7249	NPC28848
Intermediate Similarity	0.7249	NPC14325
Intermediate Similarity	0.7246	NPC478074
Intermediate Similarity	0.7246	NPC475602
Intermediate Similarity	0.7245	NPC133140
Intermediate Similarity	0.7245	NPC324149
Intermediate Similarity	0.7245	NPC195268
Intermediate Similarity	0.7243	NPC54988
Intermediate Similarity	0.7241	NPC238457
Intermediate Similarity	0.7241	NPC475288
Intermediate Similarity	0.724	NPC284559
Intermediate Similarity	0.723	NPC98371
Intermediate Similarity	0.723	NPC313884
Intermediate Similarity	0.7228	NPC478182
Intermediate Similarity	0.7228	NPC40779
Intermediate Similarity	0.7216	NPC317030
Intermediate Similarity	0.7214	NPC300183
Intermediate Similarity	0.7213	NPC279918
Intermediate Similarity	0.7211	NPC248462
Intermediate Similarity	0.7211	NPC133261
Intermediate Similarity	0.7208	NPC474177
Intermediate Similarity	0.7202	NPC15102
Intermediate Similarity	0.7202	NPC476319
Intermediate Similarity	0.7198	NPC202605
Intermediate Similarity	0.7198	NPC26850
Intermediate Similarity	0.7198	NPC112206
Intermediate Similarity	0.7198	NPC318299
Intermediate Similarity	0.7196	NPC214980
Intermediate Similarity	0.7194	NPC92111
Intermediate Similarity	0.7188	NPC472104
Intermediate Similarity	0.7184	NPC475422
Intermediate Similarity	0.7184	NPC126066
Intermediate Similarity	0.7181	NPC472123
Intermediate Similarity	0.7181	NPC34508
Intermediate Similarity	0.7181	NPC314603
Intermediate Similarity	0.7181	NPC477976
Intermediate Similarity	0.7178	NPC193761
Intermediate Similarity	0.7178	NPC328318
Intermediate Similarity	0.7178	NPC328596
Intermediate Similarity	0.7177	NPC251936
Intermediate Similarity	0.7176	NPC256893
Intermediate Similarity	0.7175	NPC314372
Intermediate Similarity	0.7175	NPC159856
Intermediate Similarity	0.7174	NPC59779
Intermediate Similarity	0.7174	NPC471177
Intermediate Similarity	0.7174	NPC177404
Intermediate Similarity	0.7174	NPC124542
Intermediate Similarity	0.7173	NPC15840

Drug Structure

NPD6281 OpenBabel08211709092D 31 35 0 0 1 0 0 0 0 0999 V2000 0.8304 0.4796 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0357 -5.0204 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.3919 0.4786 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.3920 1.4376 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.5614 -0.0007 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5784 -3.6454 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.5616 1.9172 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.7309 0.4788 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5783 -2.7340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7893 -4.1010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5784 -0.9115 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7892 -1.3670 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4091 0.4792 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7893 0.4556 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5785 -2.7341 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9006 1.9173 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.7310 1.4378 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5785 -0.0002 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.7894 -2.2785 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7892 -2.2785 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7891 -1.3671 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0002 -3.6453 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0001 -0.9114 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.0001 -2.7341 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2397 1.9175 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4092 1.4381 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.7893 -4.1009 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.2398 2.8765 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.0701 1.4380 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.0703 3.3559 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 27 1 0 0 0 0 2 28 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 7 1 0 0 0 0 5 8 2 0 0 0 0 6 9 2 0 0 0 0 6 10 1 0 0 0 0 7 17 2 0 0 0 0 8 17 1 0 0 0 0 9 20 1 0 0 0 0 10 22 2 0 0 0 0 11 18 1 0 0 0 0 12 19 1 0 0 0 0 13 26 1 0 0 0 0 14 18 1 0 0 0 0 14 27 1 0 0 0 0 15 19 2 0 0 0 0 15 28 1 0 0 0 0 16 17 1 0 0 0 0 16 30 1 0 0 0 0 18 13 1 1 0 0 0 19 24 1 0 0 0 0 20 21 1 0 0 0 0 20 24 2 0 0 0 0 21 11 1 1 0 0 0 21 23 1 0 0 0 0 22 24 1 0 0 0 0 22 28 1 0 0 0 0 23 12 1 6 0 0 0 23 27 1 0 0 0 0 25 26 2 3 0 0 0 25 29 1 0 0 0 0 25 30 1 0 0 0 0 29 31 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNAP001510
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	28693
ChEBI
CAS Number

Drug Properties

Molecular Weight	403.23
ALogP	-0.027
MLogP	3.66
XLogP	5.714
HDA	5
HBD	1
Rotatable Bonds	8
TPSA	49.99
RO5 Violation	1