NPASS drugs

Drug Information

Drug ID:	NPD7271
Drug Name:	Ergoloid mesylate
Molecular Formula:	C29H37N5O5.CH4O3S
Canonical SMILES:	CS(=O)(=O)O.CN1C[C@@H](C[C@H]2[C@H]1Cc1c[nH]c3c1c2ccc3)C(=N[C@@]1(O[C@@]2(N(C1=O)[C@@H](C)C(=O)N1[C@H]2CCC1)O)C(C)C)O
Standard InCHI:	InChI=1S/C29H37N5O5.CH4O3S/c1-15(2)28(27(37)34-16(3)26(36)33-10-6-9-23(33)29(34,38)39-28)31-25(35)18-11-20-19-7-5-8-21-24(19)17(13-30-21)12-22(20)32(4)14-18;1-5(2,3)4/h5,7-8,13,15-16,18,20,22-23,30,38H,6,9-12,14H2,1-4H3,(H,31,35);1H3,(H,2,3,4)/t16-,18+,20+,22+,23-,28+,29-;/m0./s1
Standard InCHIKey:	FQHMMOGHDWAXDI-WUQHHHCFSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	DrugBank

Structural Similarity Between NPASS Natural Products and NPD7271

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	318
0.1-0.2	1661
0.2-0.3	10771
0.3-0.4	13313
0.4-0.5	1849
0.5-0.6	1558
0.6-0.7	1100
0.7-0.8	300
0.8-0.85	17
0.85-0.9	0
0.9-0.95	3
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	0.9412	NPC155444
High Similarity	0.9187	NPC56109
High Similarity	0.9187	NPC191382
Intermediate Similarity	0.8424	NPC171317
Intermediate Similarity	0.8392	NPC213629
Intermediate Similarity	0.8204	NPC293917
Intermediate Similarity	0.8199	NPC478158
Intermediate Similarity	0.8148	NPC477714
Intermediate Similarity	0.8125	NPC475506
Intermediate Similarity	0.8113	NPC107077
Intermediate Similarity	0.8113	NPC223791
Intermediate Similarity	0.8113	NPC162860
Intermediate Similarity	0.8109	NPC94752
Intermediate Similarity	0.8104	NPC54420
Intermediate Similarity	0.8093	NPC478157
Intermediate Similarity	0.8086	NPC155143
Intermediate Similarity	0.8068	NPC473640
Intermediate Similarity	0.8065	NPC281049
Intermediate Similarity	0.8018	NPC477715
Intermediate Similarity	0.8	NPC75634
Intermediate Similarity	0.7963	NPC54744
Intermediate Similarity	0.7943	NPC100321
Intermediate Similarity	0.7925	NPC473376
Intermediate Similarity	0.7911	NPC475969
Intermediate Similarity	0.7911	NPC475859
Intermediate Similarity	0.7902	NPC95783
Intermediate Similarity	0.7867	NPC470730
Intermediate Similarity	0.7867	NPC477175
Intermediate Similarity	0.7834	NPC110602
Intermediate Similarity	0.7834	NPC31385
Intermediate Similarity	0.7834	NPC75726
Intermediate Similarity	0.7812	NPC909
Intermediate Similarity	0.7812	NPC475338
Intermediate Similarity	0.7805	NPC17059
Intermediate Similarity	0.7803	NPC64216
Intermediate Similarity	0.7798	NPC473757
Intermediate Similarity	0.7798	NPC475602
Intermediate Similarity	0.7797	NPC165743
Intermediate Similarity	0.7778	NPC476491
Intermediate Similarity	0.7746	NPC193761
Intermediate Similarity	0.7727	NPC472027
Intermediate Similarity	0.7713	NPC471506
Intermediate Similarity	0.7706	NPC478029
Intermediate Similarity	0.7706	NPC320968
Intermediate Similarity	0.7699	NPC475258
Intermediate Similarity	0.7692	NPC117244
Intermediate Similarity	0.7692	NPC473763
Intermediate Similarity	0.7686	NPC323752
Intermediate Similarity	0.7675	NPC474877
Intermediate Similarity	0.767	NPC235684
Intermediate Similarity	0.7661	NPC475422
Intermediate Similarity	0.7659	NPC228835
Intermediate Similarity	0.7659	NPC165495
Intermediate Similarity	0.7658	NPC473310
Intermediate Similarity	0.7652	NPC325976
Intermediate Similarity	0.765	NPC87755
Intermediate Similarity	0.7647	NPC470731
Intermediate Similarity	0.7632	NPC470729
Intermediate Similarity	0.7632	NPC477176
Intermediate Similarity	0.7619	NPC478028
Intermediate Similarity	0.7609	NPC63279
Intermediate Similarity	0.7604	NPC166492
Intermediate Similarity	0.7604	NPC473362
Intermediate Similarity	0.7598	NPC477177
Intermediate Similarity	0.7596	NPC321708
Intermediate Similarity	0.7588	NPC160105
Intermediate Similarity	0.7581	NPC476874
Intermediate Similarity	0.7577	NPC319232
Intermediate Similarity	0.7577	NPC24370
Intermediate Similarity	0.7576	NPC297642
Intermediate Similarity	0.7568	NPC251936
Intermediate Similarity	0.7555	NPC326363
Intermediate Similarity	0.7525	NPC314603
Intermediate Similarity	0.75	NPC126066
Intermediate Similarity	0.75	NPC59269
Intermediate Similarity	0.7489	NPC89987
Intermediate Similarity	0.7488	NPC470497
Intermediate Similarity	0.7488	NPC472294
Intermediate Similarity	0.7478	NPC69843
Intermediate Similarity	0.7477	NPC470499
Intermediate Similarity	0.7477	NPC265576
Intermediate Similarity	0.7467	NPC476492
Intermediate Similarity	0.7463	NPC11126
Intermediate Similarity	0.7463	NPC248041
Intermediate Similarity	0.7463	NPC126709
Intermediate Similarity	0.7463	NPC283219
Intermediate Similarity	0.7459	NPC472846
Intermediate Similarity	0.7452	NPC15102
Intermediate Similarity	0.7444	NPC250835
Intermediate Similarity	0.744	NPC472108
Intermediate Similarity	0.744	NPC139291
Intermediate Similarity	0.744	NPC19679
Intermediate Similarity	0.7427	NPC91179
Intermediate Similarity	0.7426	NPC194411
Intermediate Similarity	0.7419	NPC476073
Intermediate Similarity	0.7415	NPC145885
Intermediate Similarity	0.7415	NPC84827
Intermediate Similarity	0.7415	NPC68354
Intermediate Similarity	0.7415	NPC14113
Intermediate Similarity	0.7414	NPC63031
Intermediate Similarity	0.7413	NPC49954
Intermediate Similarity	0.7413	NPC474561
Intermediate Similarity	0.7411	NPC470732
Intermediate Similarity	0.7407	NPC79129
Intermediate Similarity	0.7407	NPC49196
Intermediate Similarity	0.7407	NPC249150
Intermediate Similarity	0.7407	NPC195461
Intermediate Similarity	0.7407	NPC313985
Intermediate Similarity	0.7407	NPC81654
Intermediate Similarity	0.7402	NPC469938
Intermediate Similarity	0.7393	NPC469470
Intermediate Similarity	0.7393	NPC469501
Intermediate Similarity	0.7379	NPC219336
Intermediate Similarity	0.7379	NPC213468
Intermediate Similarity	0.7376	NPC63751
Intermediate Similarity	0.7373	NPC300183
Intermediate Similarity	0.7366	NPC267885
Intermediate Similarity	0.7364	NPC477065
Intermediate Similarity	0.7358	NPC243716
Intermediate Similarity	0.7356	NPC472110
Intermediate Similarity	0.7356	NPC472109
Intermediate Similarity	0.7354	NPC6865
Intermediate Similarity	0.7354	NPC471194
Intermediate Similarity	0.7354	NPC471193
Intermediate Similarity	0.7354	NPC153980
Intermediate Similarity	0.7353	NPC161861
Intermediate Similarity	0.7353	NPC472123
Intermediate Similarity	0.7349	NPC227582
Intermediate Similarity	0.7349	NPC229332
Intermediate Similarity	0.7348	NPC472762
Intermediate Similarity	0.7343	NPC469896
Intermediate Similarity	0.7337	NPC56765
Intermediate Similarity	0.733	NPC15573
Intermediate Similarity	0.733	NPC217372
Intermediate Similarity	0.733	NPC183662
Intermediate Similarity	0.733	NPC314957
Intermediate Similarity	0.7324	NPC47190
Intermediate Similarity	0.7318	NPC475288
Intermediate Similarity	0.7317	NPC203468
Intermediate Similarity	0.7317	NPC275305
Intermediate Similarity	0.7317	NPC37423
Intermediate Similarity	0.7317	NPC110500
Intermediate Similarity	0.7317	NPC149155
Intermediate Similarity	0.7315	NPC50503
Intermediate Similarity	0.7309	NPC315467
Intermediate Similarity	0.7309	NPC72956
Intermediate Similarity	0.7304	NPC19170
Intermediate Similarity	0.7304	NPC474196
Intermediate Similarity	0.7303	NPC471564
Intermediate Similarity	0.73	NPC472207
Intermediate Similarity	0.7295	NPC176199
Intermediate Similarity	0.7295	NPC215795
Intermediate Similarity	0.7293	NPC312942
Intermediate Similarity	0.7293	NPC327095
Intermediate Similarity	0.7288	NPC184225
Intermediate Similarity	0.7285	NPC323927
Intermediate Similarity	0.7284	NPC153400
Intermediate Similarity	0.7281	NPC272174
Intermediate Similarity	0.7281	NPC74413
Intermediate Similarity	0.7264	NPC282231
Intermediate Similarity	0.7264	NPC175474
Intermediate Similarity	0.7261	NPC40455
Intermediate Similarity	0.7261	NPC471891
Intermediate Similarity	0.726	NPC260900
Intermediate Similarity	0.7249	NPC474896
Intermediate Similarity	0.7248	NPC252338
Intermediate Similarity	0.7244	NPC229348
Intermediate Similarity	0.7243	NPC472113
Intermediate Similarity	0.7235	NPC52557
Intermediate Similarity	0.7232	NPC82370
Intermediate Similarity	0.723	NPC472112
Intermediate Similarity	0.7228	NPC194640
Intermediate Similarity	0.7222	NPC11445
Intermediate Similarity	0.7217	NPC31097
Intermediate Similarity	0.7217	NPC253987
Intermediate Similarity	0.7214	NPC279918
Intermediate Similarity	0.7213	NPC476493
Intermediate Similarity	0.7212	NPC313640
Intermediate Similarity	0.7211	NPC478009
Intermediate Similarity	0.7211	NPC478010
Intermediate Similarity	0.721	NPC297862
Intermediate Similarity	0.721	NPC33949
Intermediate Similarity	0.7206	NPC201700
Intermediate Similarity	0.7205	NPC474195
Intermediate Similarity	0.72	NPC475778
Intermediate Similarity	0.7197	NPC81175
Intermediate Similarity	0.7196	NPC472097
Intermediate Similarity	0.7193	NPC475736
Intermediate Similarity	0.719	NPC143533
Intermediate Similarity	0.7188	NPC234999
Intermediate Similarity	0.7186	NPC476817
Intermediate Similarity	0.7185	NPC41679
Intermediate Similarity	0.7184	NPC314882
Intermediate Similarity	0.7181	NPC471192
Intermediate Similarity	0.7181	NPC36405
Intermediate Similarity	0.7177	NPC300688
Intermediate Similarity	0.7176	NPC289299
Intermediate Similarity	0.7176	NPC57994
Intermediate Similarity	0.7176	NPC195239
Intermediate Similarity	0.7176	NPC157828

Drug Structure

NPD7271 OpenBabel08211711362D 48 53 0 0 1 0 0 0 0 0999 V2000 7.6282 -4.5295 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2560 -5.0749 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.7037 -0.8609 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5237 -0.4929 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0768 -4.7810 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.9022 -4.4611 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8924 -4.3098 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2612 -4.3102 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.9233 -4.6161 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.0572 -3.4821 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5237 -3.3680 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8923 -1.4843 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2607 -1.4845 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.3394 -1.9551 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5996 -4.3323 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.9603 -1.8183 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.0764 -1.9553 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.3394 -2.8970 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.8923 -3.3682 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7079 -2.8970 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.2609 -3.3681 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7079 -1.9551 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 11.4733 -3.7330 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.0766 -2.8974 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.1978 -3.3926 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.9176 -2.0748 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2696 -2.4673 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.9145 -3.3926 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 10.5159 -3.4765 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.4452 -2.8973 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 8.0561 -2.8970 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.5237 -1.4841 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 12.1741 -3.0322 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 10.2594 -2.5191 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.1978 -4.3837 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 12.6184 -1.3740 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.7298 -1.6360 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 11.1397 -4.2467 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.6847 -4.0163 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.9718 -6.1579 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9859 -7.1438 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.9718 -8.1297 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.9577 -7.1438 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.9718 -7.1438 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 0.4929 -3.1526 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 8.0561 -4.8793 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 10.7845 -5.1720 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.4929 -6.2900 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 15 1 0 0 0 0 2 15 1 0 0 0 0 4 32 1 0 0 0 0 5 7 2 0 0 0 0 5 8 1 0 0 0 0 6 9 1 0 0 0 0 6 10 1 0 0 0 0 7 19 1 0 0 0 0 8 21 2 0 0 0 0 9 23 1 0 0 0 0 10 33 1 0 0 0 0 11 18 1 0 0 0 0 12 17 1 0 0 0 0 13 17 2 0 0 0 0 13 30 1 0 0 0 0 14 18 1 0 0 0 0 14 32 1 0 0 0 0 16 3 1 1 0 0 0 16 26 1 0 0 0 0 16 34 1 0 0 0 0 17 24 1 0 0 0 0 18 25 1 6 0 0 0 19 20 1 0 0 0 0 19 24 2 0 0 0 0 20 11 1 6 0 0 0 20 22 1 0 0 0 0 21 24 1 0 0 0 0 21 30 1 0 0 0 0 22 12 1 1 0 0 0 22 32 1 0 0 0 0 23 29 1 1 0 0 0 23 33 1 0 0 0 0 25 31 2 3 0 0 0 25 35 1 0 0 0 0 26 33 1 0 0 0 0 26 36 2 0 0 0 0 27 28 1 0 0 0 0 27 34 1 0 0 0 0 27 37 2 0 0 0 0 28 15 1 6 0 0 0 28 31 1 0 0 0 0 28 39 1 0 0 0 0 29 34 1 0 0 0 0 29 38 1 1 0 0 0 29 39 1 0 0 0 0 30 45 1 0 0 0 0 35 46 1 0 0 0 0 38 47 1 0 0 0 0 40 44 1 0 0 0 0 41 44 1 0 0 0 0 41 48 1 0 0 0 0 42 44 2 0 0 0 0 43 44 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000901
DrugBank	DB01049
ChEMBL
IUPHAR/BPS
PharmaGKB	PA164752439
KEGG Drug	D02268
PubChem CID
ChEBI	34706
CAS Number	8067-24-1

Drug Properties

Molecular Weight	535.28
ALogP	-1.9736
MLogP	3.55
XLogP	1.718
HDA	10
HBD	3
Rotatable Bonds	9
TPSA	121.7
RO5 Violation	0