NPASS drugs

Drug Information

Drug ID:	NPD4079
Drug Name:	Methylergonovine
Molecular Formula:	C20H25N3O2
Canonical SMILES:	CC[C@H](N=C([C@H]1CN(C)[C@H]2C(=C1)c1cccc3c1c(C2)c[nH]3)O)CO
Standard InCHI:	InChI=1S/C20H25N3O2/c1-3-14(11-24)22-20(25)13-7-16-15-5-4-6-17-19(15)12(9-21-17)8-18(16)23(2)10-13/h4-7,9,13-14,18,21,24H,3,8,10-11H2,1-2H3,(H,22,25)/t13-,14+,18-/m1/s1
Standard InCHIKey:	UNBRKDKAWYKMIV-QWQRMKEZSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD4079

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	252
0.1-0.2	1800
0.2-0.3	11983
0.3-0.4	11840
0.4-0.5	2229
0.5-0.6	1256
0.6-0.7	992
0.7-0.8	435
0.8-0.85	77
0.85-0.9	17
0.9-0.95	3
0.95-1	6

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	0.9937	NPC68354
High Similarity	0.9811	NPC37423
High Similarity	0.9811	NPC275305
High Similarity	0.9623	NPC194411
High Similarity	0.9509	NPC215795
High Similarity	0.9509	NPC176199
High Similarity	0.9062	NPC318065
High Similarity	0.9062	NPC206819
High Similarity	0.9012	NPC95783
High Similarity	0.8827	NPC56765
High Similarity	0.8788	NPC474561
High Similarity	0.8788	NPC49954
High Similarity	0.8735	NPC63751
High Similarity	0.8735	NPC201700
High Similarity	0.8675	NPC54988
High Similarity	0.865	NPC469762
High Similarity	0.8647	NPC151939
High Similarity	0.8606	NPC282231
High Similarity	0.8598	NPC41257
High Similarity	0.8589	NPC51054
High Similarity	0.8589	NPC469785
High Similarity	0.8554	NPC194640
High Similarity	0.8554	NPC311276
High Similarity	0.8553	NPC314372
High Similarity	0.8545	NPC279918
High Similarity	0.8537	NPC286427
Intermediate Similarity	0.8466	NPC469760
Intermediate Similarity	0.8466	NPC259644
Intermediate Similarity	0.8466	NPC469786
Intermediate Similarity	0.8466	NPC73952
Intermediate Similarity	0.8466	NPC25008
Intermediate Similarity	0.8466	NPC469763
Intermediate Similarity	0.8466	NPC469765
Intermediate Similarity	0.8452	NPC160105
Intermediate Similarity	0.8448	NPC19679
Intermediate Similarity	0.8443	NPC40779
Intermediate Similarity	0.8439	NPC300688
Intermediate Similarity	0.843	NPC59269
Intermediate Similarity	0.8428	NPC190296
Intermediate Similarity	0.8415	NPC75540
Intermediate Similarity	0.8415	NPC211572
Intermediate Similarity	0.8415	NPC70922
Intermediate Similarity	0.8415	NPC80597
Intermediate Similarity	0.8415	NPC212376
Intermediate Similarity	0.8412	NPC470498
Intermediate Similarity	0.8398	NPC229332
Intermediate Similarity	0.8391	NPC233936
Intermediate Similarity	0.8363	NPC313791
Intermediate Similarity	0.8363	NPC314603
Intermediate Similarity	0.8344	NPC105818
Intermediate Similarity	0.8344	NPC24678
Intermediate Similarity	0.8343	NPC163055
Intermediate Similarity	0.8333	NPC90723
Intermediate Similarity	0.8305	NPC474707
Intermediate Similarity	0.8303	NPC470507
Intermediate Similarity	0.8295	NPC228835
Intermediate Similarity	0.8263	NPC230869
Intermediate Similarity	0.8258	NPC317030
Intermediate Similarity	0.8258	NPC204565
Intermediate Similarity	0.8246	NPC280548
Intermediate Similarity	0.8239	NPC73767
Intermediate Similarity	0.8232	NPC33421
Intermediate Similarity	0.8225	NPC102423
Intermediate Similarity	0.8218	NPC248454
Intermediate Similarity	0.8214	NPC44773
Intermediate Similarity	0.8214	NPC215584
Intermediate Similarity	0.8212	NPC65215
Intermediate Similarity	0.8212	NPC173028
Intermediate Similarity	0.821	NPC159856
Intermediate Similarity	0.8208	NPC189812
Intermediate Similarity	0.8208	NPC329688
Intermediate Similarity	0.8193	NPC38736
Intermediate Similarity	0.8187	NPC469779
Intermediate Similarity	0.8187	NPC469780
Intermediate Similarity	0.8187	NPC469783
Intermediate Similarity	0.8187	NPC469761
Intermediate Similarity	0.8187	NPC469784
Intermediate Similarity	0.8187	NPC469768
Intermediate Similarity	0.8187	NPC469767
Intermediate Similarity	0.8171	NPC37548
Intermediate Similarity	0.8171	NPC11126
Intermediate Similarity	0.8171	NPC213468
Intermediate Similarity	0.8155	NPC92796
Intermediate Similarity	0.8155	NPC135141
Intermediate Similarity	0.815	NPC34508
Intermediate Similarity	0.8146	NPC15102
Intermediate Similarity	0.8144	NPC184476
Intermediate Similarity	0.8137	NPC469766
Intermediate Similarity	0.8125	NPC110126
Intermediate Similarity	0.8121	NPC53947
Intermediate Similarity	0.8118	NPC472587
Intermediate Similarity	0.8113	NPC84911
Intermediate Similarity	0.811	NPC471957
Intermediate Similarity	0.8107	NPC131718
Intermediate Similarity	0.8101	NPC94752
Intermediate Similarity	0.8061	NPC187951
Intermediate Similarity	0.8059	NPC16667
Intermediate Similarity	0.805	NPC261195
Intermediate Similarity	0.805	NPC29886
Intermediate Similarity	0.805	NPC96102
Intermediate Similarity	0.8036	NPC285469
Intermediate Similarity	0.8033	NPC474177
Intermediate Similarity	0.8	NPC105127
Intermediate Similarity	0.7989	NPC133366
Intermediate Similarity	0.7977	NPC317430
Intermediate Similarity	0.7966	NPC270009
Intermediate Similarity	0.7965	NPC470508
Intermediate Similarity	0.7956	NPC17059
Intermediate Similarity	0.7952	NPC124005
Intermediate Similarity	0.7944	NPC280290
Intermediate Similarity	0.7943	NPC472123
Intermediate Similarity	0.7939	NPC143872
Intermediate Similarity	0.7939	NPC288838
Intermediate Similarity	0.7927	NPC242556
Intermediate Similarity	0.7926	NPC300183
Intermediate Similarity	0.7917	NPC200214
Intermediate Similarity	0.7892	NPC294693
Intermediate Similarity	0.7889	NPC165495
Intermediate Similarity	0.7882	NPC216643
Intermediate Similarity	0.788	NPC47190
Intermediate Similarity	0.7877	NPC192270
Intermediate Similarity	0.7874	NPC154293
Intermediate Similarity	0.7872	NPC470497
Intermediate Similarity	0.787	NPC207726
Intermediate Similarity	0.7865	NPC314957
Intermediate Similarity	0.7861	NPC473640
Intermediate Similarity	0.7857	NPC470233
Intermediate Similarity	0.7857	NPC216713
Intermediate Similarity	0.7853	NPC267885
Intermediate Similarity	0.7853	NPC279081
Intermediate Similarity	0.7846	NPC475602
Intermediate Similarity	0.7836	NPC67056
Intermediate Similarity	0.7833	NPC48938
Intermediate Similarity	0.7816	NPC49217
Intermediate Similarity	0.7814	NPC213629
Intermediate Similarity	0.7811	NPC325903
Intermediate Similarity	0.78	NPC155444
Intermediate Similarity	0.7799	NPC82295
Intermediate Similarity	0.7797	NPC203468
Intermediate Similarity	0.7797	NPC110500
Intermediate Similarity	0.7797	NPC149155
Intermediate Similarity	0.7791	NPC473320
Intermediate Similarity	0.7789	NPC193761
Intermediate Similarity	0.7784	NPC21605
Intermediate Similarity	0.7784	NPC6982
Intermediate Similarity	0.7778	NPC71037
Intermediate Similarity	0.7766	NPC265576
Intermediate Similarity	0.7765	NPC248041
Intermediate Similarity	0.7765	NPC471458
Intermediate Similarity	0.7765	NPC126709
Intermediate Similarity	0.7749	NPC98715
Intermediate Similarity	0.7747	NPC163421
Intermediate Similarity	0.7747	NPC188387
Intermediate Similarity	0.7744	NPC230002
Intermediate Similarity	0.7738	NPC321911
Intermediate Similarity	0.7737	NPC475506
Intermediate Similarity	0.7736	NPC22079
Intermediate Similarity	0.7735	NPC472108
Intermediate Similarity	0.7735	NPC139291
Intermediate Similarity	0.7725	NPC100321
Intermediate Similarity	0.7725	NPC129042
Intermediate Similarity	0.7717	NPC321708
Intermediate Similarity	0.7709	NPC293472
Intermediate Similarity	0.7709	NPC14113
Intermediate Similarity	0.7709	NPC145885
Intermediate Similarity	0.7709	NPC84827
Intermediate Similarity	0.7705	NPC235684
Intermediate Similarity	0.7701	NPC157828
Intermediate Similarity	0.7701	NPC195239
Intermediate Similarity	0.7697	NPC63157
Intermediate Similarity	0.7697	NPC472586
Intermediate Similarity	0.7697	NPC473868
Intermediate Similarity	0.7697	NPC293216
Intermediate Similarity	0.7696	NPC155143
Intermediate Similarity	0.7696	NPC476874
Intermediate Similarity	0.7688	NPC473342
Intermediate Similarity	0.7688	NPC304187
Intermediate Similarity	0.7688	NPC477166
Intermediate Similarity	0.7688	NPC477167
Intermediate Similarity	0.7679	NPC179787
Intermediate Similarity	0.7679	NPC469811
Intermediate Similarity	0.7679	NPC201380
Intermediate Similarity	0.7679	NPC477134
Intermediate Similarity	0.7672	NPC470499
Intermediate Similarity	0.767	NPC78020
Intermediate Similarity	0.7669	NPC314102
Intermediate Similarity	0.7669	NPC251722
Intermediate Similarity	0.7667	NPC472443
Intermediate Similarity	0.7667	NPC283219
Intermediate Similarity	0.766	NPC11445
Intermediate Similarity	0.7654	NPC288785
Intermediate Similarity	0.7637	NPC472109
Intermediate Similarity	0.7637	NPC469358
Intermediate Similarity	0.7637	NPC472110
Intermediate Similarity	0.7636	NPC59084
Intermediate Similarity	0.7632	NPC32200
Intermediate Similarity	0.763	NPC475990
Intermediate Similarity	0.7629	NPC225821
Intermediate Similarity	0.7629	NPC323927
Intermediate Similarity	0.7629	NPC54420

Drug Structure

NPD4079 OpenBabel08211704332D 28 31 0 0 1 0 0 0 0 0999 V2000 -4.9138 -1.8374 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0002 0.9536 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0881 -1.3604 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3550 -3.1717 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5701 -2.7185 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1397 -2.7185 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0004 -1.8126 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5697 0.0002 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1395 0.0003 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7848 -0.4533 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2619 -2.7907 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3548 -0.4528 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7846 -1.3597 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.2621 -1.8370 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.5701 -1.8125 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7852 -1.3593 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1398 -1.8120 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7850 -0.4530 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.3548 -1.3593 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6104 -1.8367 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9245 -1.3589 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.4363 -1.3600 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 -4.0876 -3.2677 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6101 -2.7903 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.8380 -1.6035 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.0874 -4.2213 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.4359 -3.2673 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 23 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 15 1 0 0 0 0 6 17 2 0 0 0 0 7 13 1 0 0 0 0 7 16 2 0 0 0 0 8 12 1 0 0 0 0 9 12 2 0 0 0 0 9 21 1 0 0 0 0 10 13 1 0 0 0 0 10 23 1 0 0 0 0 11 14 1 0 0 0 0 11 24 1 0 0 0 0 12 19 1 0 0 0 0 13 20 1 1 0 0 0 14 3 1 6 0 0 0 14 22 1 0 0 0 0 15 16 1 0 0 0 0 15 19 2 0 0 0 0 16 18 1 0 0 0 0 17 19 1 0 0 0 0 17 21 1 0 0 0 0 18 8 1 6 0 0 0 18 23 1 0 0 0 0 20 22 2 3 0 0 0 20 25 1 0 0 0 0 21 26 1 0 0 0 0 24 27 1 0 0 0 0 25 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000978
DrugBank	DB00353
ChEMBL	CHEMBL1201356
IUPHAR/BPS	150
PharmaGKB	PA450461
KEGG Drug	D00680
PubChem CID	8226
ChEBI	92607
CAS Number	113-42-8

Drug Properties

Molecular Weight	339.19
ALogP	-1.0833
MLogP	3.11
XLogP	1.714
HDA	5
HBD	3
Rotatable Bonds	8
TPSA	71.85
RO5 Violation	0