NPASS drugs

Drug Information

Drug ID:	NPD3506
Drug Name:	Ergonovine
Molecular Formula:	C19H23N3O2
Canonical SMILES:	OC[C@@H](N=C([C@H]1CN(C)[C@H]2C(=C1)c1cccc3c1c(C2)c[nH]3)O)C
Standard InCHI:	InChI=1S/C19H23N3O2/c1-11(10-23)21-19(24)13-6-15-14-4-3-5-16-18(14)12(8-20-16)7-17(15)22(2)9-13/h3-6,8,11,13,17,20,23H,7,9-10H2,1-2H3,(H,21,24)/t11-,13+,17+/m0/s1
Standard InCHIKey:	WVVSZNPYNCNODU-XTQGRXLLSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD3506

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	261
0.1-0.2	1999
0.2-0.3	12535
0.3-0.4	11185
0.4-0.5	2169
0.5-0.6	1256
0.6-0.7	952
0.7-0.8	431
0.8-0.85	79
0.85-0.9	15
0.9-0.95	2
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	1.0	NPC68354
High Similarity	0.9873	NPC275305
High Similarity	0.9873	NPC37423
High Similarity	0.9684	NPC194411
High Similarity	0.9568	NPC215795
High Similarity	0.9568	NPC176199
High Similarity	0.9119	NPC206819
High Similarity	0.9119	NPC318065
High Similarity	0.8953	NPC95783
High Similarity	0.8882	NPC56765
High Similarity	0.8727	NPC474561
High Similarity	0.8727	NPC49954
High Similarity	0.8675	NPC201700
High Similarity	0.8675	NPC63751
High Similarity	0.865	NPC41257
High Similarity	0.8642	NPC51054
High Similarity	0.8614	NPC54988
High Similarity	0.8608	NPC314372
High Similarity	0.8589	NPC286427
High Similarity	0.8589	NPC469762
High Similarity	0.8588	NPC151939
High Similarity	0.8545	NPC282231
High Similarity	0.8528	NPC469785
Intermediate Similarity	0.8494	NPC194640
Intermediate Similarity	0.8494	NPC311276
Intermediate Similarity	0.8485	NPC279918
Intermediate Similarity	0.8481	NPC190296
Intermediate Similarity	0.8462	NPC470498
Intermediate Similarity	0.8405	NPC469760
Intermediate Similarity	0.8405	NPC469786
Intermediate Similarity	0.8405	NPC259644
Intermediate Similarity	0.8405	NPC73952
Intermediate Similarity	0.8405	NPC469765
Intermediate Similarity	0.8405	NPC25008
Intermediate Similarity	0.8405	NPC469763
Intermediate Similarity	0.8395	NPC24678
Intermediate Similarity	0.8395	NPC105818
Intermediate Similarity	0.8393	NPC160105
Intermediate Similarity	0.8391	NPC19679
Intermediate Similarity	0.8383	NPC90723
Intermediate Similarity	0.8383	NPC40779
Intermediate Similarity	0.8382	NPC300688
Intermediate Similarity	0.8372	NPC59269
Intermediate Similarity	0.8354	NPC470507
Intermediate Similarity	0.8354	NPC80597
Intermediate Similarity	0.8354	NPC70922
Intermediate Similarity	0.8354	NPC211572
Intermediate Similarity	0.8354	NPC212376
Intermediate Similarity	0.8354	NPC75540
Intermediate Similarity	0.8343	NPC229332
Intermediate Similarity	0.8333	NPC233936
Intermediate Similarity	0.8304	NPC314603
Intermediate Similarity	0.8304	NPC313791
Intermediate Similarity	0.8291	NPC73767
Intermediate Similarity	0.8286	NPC163055
Intermediate Similarity	0.8282	NPC33421
Intermediate Similarity	0.8263	NPC215584
Intermediate Similarity	0.8263	NPC44773
Intermediate Similarity	0.8261	NPC159856
Intermediate Similarity	0.8249	NPC474707
Intermediate Similarity	0.8242	NPC38736
Intermediate Similarity	0.8239	NPC469768
Intermediate Similarity	0.8239	NPC469767
Intermediate Similarity	0.8239	NPC469761
Intermediate Similarity	0.8239	NPC469783
Intermediate Similarity	0.8239	NPC469780
Intermediate Similarity	0.8239	NPC228835
Intermediate Similarity	0.8239	NPC469779
Intermediate Similarity	0.8239	NPC469784
Intermediate Similarity	0.8221	NPC37548
Intermediate Similarity	0.8218	NPC11126
Intermediate Similarity	0.8204	NPC92796
Intermediate Similarity	0.8204	NPC230869
Intermediate Similarity	0.8204	NPC135141
Intermediate Similarity	0.8202	NPC204565
Intermediate Similarity	0.8202	NPC317030
Intermediate Similarity	0.8193	NPC184476
Intermediate Similarity	0.8187	NPC280548
Intermediate Similarity	0.8187	NPC469766
Intermediate Similarity	0.8176	NPC110126
Intermediate Similarity	0.8171	NPC53947
Intermediate Similarity	0.8166	NPC102423
Intermediate Similarity	0.8166	NPC472587
Intermediate Similarity	0.8165	NPC84911
Intermediate Similarity	0.8161	NPC248454
Intermediate Similarity	0.816	NPC471957
Intermediate Similarity	0.8156	NPC65215
Intermediate Similarity	0.8156	NPC173028
Intermediate Similarity	0.815	NPC189812
Intermediate Similarity	0.815	NPC329688
Intermediate Similarity	0.8114	NPC213468
Intermediate Similarity	0.811	NPC187951
Intermediate Similarity	0.8101	NPC29886
Intermediate Similarity	0.8101	NPC261195
Intermediate Similarity	0.8101	NPC96102
Intermediate Similarity	0.8092	NPC34508
Intermediate Similarity	0.809	NPC15102
Intermediate Similarity	0.805	NPC105127
Intermediate Similarity	0.8047	NPC131718
Intermediate Similarity	0.8045	NPC94752
Intermediate Similarity	0.8	NPC16667
Intermediate Similarity	0.8	NPC124005
Intermediate Similarity	0.7988	NPC288838
Intermediate Similarity	0.7988	NPC143872
Intermediate Similarity	0.7978	NPC474177
Intermediate Similarity	0.7976	NPC285469
Intermediate Similarity	0.7975	NPC242556
Intermediate Similarity	0.7964	NPC200214
Intermediate Similarity	0.7935	NPC294693
Intermediate Similarity	0.7935	NPC133366
Intermediate Similarity	0.7929	NPC216643
Intermediate Similarity	0.7923	NPC47190
Intermediate Similarity	0.7919	NPC317430
Intermediate Similarity	0.791	NPC270009
Intermediate Similarity	0.7907	NPC470508
Intermediate Similarity	0.7904	NPC216713
Intermediate Similarity	0.7904	NPC470233
Intermediate Similarity	0.7901	NPC279081
Intermediate Similarity	0.7901	NPC17059
Intermediate Similarity	0.7889	NPC280290
Intermediate Similarity	0.7886	NPC472123
Intermediate Similarity	0.7872	NPC300183
Intermediate Similarity	0.7861	NPC49217
Intermediate Similarity	0.7857	NPC325903
Intermediate Similarity	0.7848	NPC82295
Intermediate Similarity	0.7836	NPC473320
Intermediate Similarity	0.7833	NPC165495
Intermediate Similarity	0.7831	NPC21605
Intermediate Similarity	0.7829	NPC6982
Intermediate Similarity	0.7821	NPC192270
Intermediate Similarity	0.7819	NPC470497
Intermediate Similarity	0.7816	NPC154293
Intermediate Similarity	0.7812	NPC314957
Intermediate Similarity	0.7811	NPC471458
Intermediate Similarity	0.7811	NPC207726
Intermediate Similarity	0.7807	NPC473640
Intermediate Similarity	0.7797	NPC267885
Intermediate Similarity	0.7795	NPC475602
Intermediate Similarity	0.7791	NPC230002
Intermediate Similarity	0.7785	NPC22079
Intermediate Similarity	0.7784	NPC321911
Intermediate Similarity	0.7778	NPC67056
Intermediate Similarity	0.7778	NPC48938
Intermediate Similarity	0.7771	NPC129042
Intermediate Similarity	0.776	NPC213629
Intermediate Similarity	0.775	NPC155444
Intermediate Similarity	0.7744	NPC63157
Intermediate Similarity	0.7744	NPC473868
Intermediate Similarity	0.774	NPC293216
Intermediate Similarity	0.774	NPC203468
Intermediate Similarity	0.774	NPC110500
Intermediate Similarity	0.774	NPC149155
Intermediate Similarity	0.7737	NPC193761
Intermediate Similarity	0.7725	NPC179787
Intermediate Similarity	0.7725	NPC201380
Intermediate Similarity	0.7725	NPC477134
Intermediate Similarity	0.7725	NPC469811
Intermediate Similarity	0.7722	NPC71037
Intermediate Similarity	0.7716	NPC251722
Intermediate Similarity	0.7716	NPC314102
Intermediate Similarity	0.7713	NPC265576
Intermediate Similarity	0.7709	NPC248041
Intermediate Similarity	0.7709	NPC126709
Intermediate Similarity	0.7696	NPC98715
Intermediate Similarity	0.7692	NPC163421
Intermediate Similarity	0.7692	NPC188387
Intermediate Similarity	0.7684	NPC475506
Intermediate Similarity	0.7683	NPC59084
Intermediate Similarity	0.768	NPC472108
Intermediate Similarity	0.768	NPC139291
Intermediate Similarity	0.7674	NPC475990
Intermediate Similarity	0.7672	NPC100321
Intermediate Similarity	0.7669	NPC169433
Intermediate Similarity	0.7665	NPC63545
Intermediate Similarity	0.7663	NPC321708
Intermediate Similarity	0.7654	NPC293472
Intermediate Similarity	0.7654	NPC325252
Intermediate Similarity	0.7654	NPC145885
Intermediate Similarity	0.7654	NPC84827
Intermediate Similarity	0.7654	NPC14113
Intermediate Similarity	0.765	NPC235684
Intermediate Similarity	0.7647	NPC195239
Intermediate Similarity	0.7647	NPC157828
Intermediate Similarity	0.7644	NPC476874
Intermediate Similarity	0.7644	NPC155143
Intermediate Similarity	0.764	NPC472586
Intermediate Similarity	0.7634	NPC477166
Intermediate Similarity	0.7634	NPC477167
Intermediate Similarity	0.7634	NPC473342
Intermediate Similarity	0.7634	NPC304187
Intermediate Similarity	0.763	NPC122141
Intermediate Similarity	0.7625	NPC475450
Intermediate Similarity	0.7622	NPC312092
Intermediate Similarity	0.7622	NPC88097
Intermediate Similarity	0.7619	NPC470499
Intermediate Similarity	0.7614	NPC78020
Intermediate Similarity	0.7611	NPC472443
Intermediate Similarity	0.7611	NPC283219
Intermediate Similarity	0.7607	NPC150259
Intermediate Similarity	0.7606	NPC11445

Drug Structure

NPD3506 OpenBabel08211703112D 27 30 0 0 1 0 0 0 0 0999 V2000 -4.0814 -1.3582 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0002 0.9521 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3512 -3.1665 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5676 -2.7141 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1346 -2.7141 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0004 -1.8097 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5671 0.0002 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1344 0.0003 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7835 -0.4526 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2566 -2.7861 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2568 -1.8340 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.3510 -0.4521 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7833 -1.3574 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.5675 -1.8095 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7839 -1.3571 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1347 -1.8091 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7837 -0.4522 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.3510 -1.3571 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6077 -1.8337 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9181 -1.3567 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.4324 -1.3578 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 -4.0810 -3.2624 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6075 -2.7858 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.8299 -1.6009 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.0808 -4.2144 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.4319 -3.2620 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2 22 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 14 1 0 0 0 0 5 16 2 0 0 0 0 6 13 1 0 0 0 0 6 15 2 0 0 0 0 7 12 1 0 0 0 0 8 12 2 0 0 0 0 8 20 1 0 0 0 0 9 13 1 0 0 0 0 9 22 1 0 0 0 0 10 11 1 0 0 0 0 10 23 1 0 0 0 0 11 1 1 6 0 0 0 11 21 1 0 0 0 0 12 18 1 0 0 0 0 13 19 1 1 0 0 0 14 15 1 0 0 0 0 14 18 2 0 0 0 0 15 17 1 0 0 0 0 16 18 1 0 0 0 0 16 20 1 0 0 0 0 17 7 1 6 0 0 0 17 22 1 0 0 0 0 19 21 2 3 0 0 0 19 24 1 0 0 0 0 20 25 1 0 0 0 0 23 26 1 0 0 0 0 24 27 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000227
DrugBank	DB01253
ChEMBL	CHEMBL119443
IUPHAR/BPS	148
PharmaGKB	PA449487
KEGG Drug	D07905
PubChem CID	443884
ChEBI	4822
CAS Number	60-79-7

Drug Properties

Molecular Weight	325.18
ALogP	-0.7953
MLogP	3
XLogP	1.356
HDA	5
HBD	3
Rotatable Bonds	7
TPSA	71.85
RO5 Violation	0