NPASS drugs

Drug Information

Drug ID:	NPD4076
Drug Name:	Methylergonovine Maleate
Molecular Formula:	C20H25N3O2.C4H4O4
Canonical SMILES:	OC(=O)/C=CC(=O)O.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.C4H4O4/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;5-3(6)1-2-4(7)8/h4-7,9,13-14,18,21,24H,3,8,10-11H2,1-2H3,(H,22,25);1-2H,(H,5,6)(H,7,8)/b;2-1-/t13-,14+,18-;/m1./s1"
Standard InCHIKey:	NOFOWWRHEPHDCY-DAUURJMHSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4076

Similarity is measured using the Tanimoto coefficient (Tc) , which compares the binary fingerprints of two molecules. Tc is calculated as the intersection divided by the union of '1' bits in the fingerprints, ranging from 0 to 1, with 1 indicating highest similarity.
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	83081
0.1-0.2	124320
0.2-0.3	4136
0.3-0.4	99
0.4-0.5	24
0.5-0.6	55
0.6-0.7	18
0.7-0.8	0
0.8-0.85	2
0.85-0.9	1
0.9-0.95	0
0.95-1	0

Similar Natural Products

High Similarity: Tc>=0.85; Intermediate Similarity: 0.7 <= Tc < 0.85; Remote Similarity: 0.5 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
High Similarity	0.863	NPC269208
Intermediate Similarity	0.8356	NPC68354
Intermediate Similarity	0.8356	NPC285055
Remote Similarity	0.6757	NPC570281
Remote Similarity	0.6582	NPC558145
Remote Similarity	0.6582	NPC572522
Remote Similarity	0.6506	NPC526211
Remote Similarity	0.6506	NPC611966
Remote Similarity	0.6463	NPC325904
Remote Similarity	0.6463	NPC520778
Remote Similarity	0.6463	NPC593969
Remote Similarity	0.6463	NPC604662
Remote Similarity	0.6364	NPC46468
Remote Similarity	0.6329	NPC313654
Remote Similarity	0.6184	NPC275305
Remote Similarity	0.6184	NPC37423
Remote Similarity	0.6184	NPC491234
Remote Similarity	0.6184	NPC577263
Remote Similarity	0.6026	NPC194411
Remote Similarity	0.6	NPC589958
Remote Similarity	0.6	NPC606264
Remote Similarity	0.5825	NPC230554
Remote Similarity	0.57	NPC225644
Remote Similarity	0.5696	NPC57047
Remote Similarity	0.5696	NPC598241
Remote Similarity	0.5682	NPC504538
Remote Similarity	0.5644	NPC155444
Remote Similarity	0.5644	NPC58642
Remote Similarity	0.5644	NPC224542
Remote Similarity	0.5644	NPC49336
Remote Similarity	0.5644	NPC137993
Remote Similarity	0.5644	NPC249875
Remote Similarity	0.5556	NPC508875
Remote Similarity	0.5556	NPC509923
Remote Similarity	0.5426	NPC527833
Remote Similarity	0.5426	NPC545520
Remote Similarity	0.5426	NPC566122
Remote Similarity	0.54	NPC585451
Remote Similarity	0.5377	NPC273359
Remote Similarity	0.5377	NPC56109
Remote Similarity	0.5377	NPC191382
Remote Similarity	0.5377	NPC306412
Remote Similarity	0.5377	NPC203217
Remote Similarity	0.5294	NPC562624
Remote Similarity	0.5294	NPC593275
Remote Similarity	0.525	NPC90408
Remote Similarity	0.525	NPC230660
Remote Similarity	0.5243	NPC329078
Remote Similarity	0.5243	NPC315681
Remote Similarity	0.5243	NPC326189
Remote Similarity	0.5243	NPC511970
Remote Similarity	0.5243	NPC513877
Remote Similarity	0.5243	NPC536533
Remote Similarity	0.5243	NPC543983
Remote Similarity	0.5243	NPC545985
Remote Similarity	0.5243	NPC557179
Remote Similarity	0.5243	NPC586782
Remote Similarity	0.5243	NPC596345
Remote Similarity	0.5243	NPC603739
Remote Similarity	0.5243	NPC607491
Remote Similarity	0.5238	NPC24441
Remote Similarity	0.5238	NPC284772
Remote Similarity	0.5238	NPC194808
Remote Similarity	0.5238	NPC127711
Remote Similarity	0.5192	NPC492903
Remote Similarity	0.5192	NPC564493
Remote Similarity	0.5185	NPC113927
Remote Similarity	0.5185	NPC19757
Remote Similarity	0.5143	NPC510468
Remote Similarity	0.5143	NPC528454
Remote Similarity	0.5143	NPC572386
Remote Similarity	0.51	NPC574684
Remote Similarity	0.51	NPC598588
Remote Similarity	0.505	NPC562073
Remote Similarity	0.505	NPC570644
Remote Similarity	0.5047	NPC503543

Drug Structure

NPD4076 OpenBabel08211704332D 38 40 0 0 1 0 0 0 0 0999 V2000 0.4790 -3.3060 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4560 -0.4790 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3154 -2.8229 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.8417 -4.6575 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0466 -4.1985 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6365 -4.1985 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4567 -3.2809 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0462 -1.4447 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6363 -1.4446 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6613 -1.9041 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1523 -4.2716 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.8415 -1.9036 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6615 -2.8221 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.1520 -3.3057 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 7.0466 -3.2808 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2516 -2.8218 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6365 -3.2803 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2514 -1.9037 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 7.8414 -2.8218 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8251 -3.3053 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.4314 -2.8213 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.9885 -2.8225 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.4562 -1.4449 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.3158 -4.7548 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.8253 -4.2712 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.9678 -9.5525 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7974 -9.0735 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1382 -9.0735 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7974 -8.1156 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1382 -8.1156 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.3086 -9.5525 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.6270 -7.6366 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.9678 -7.6366 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10.3567 -3.0692 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.3161 -5.7207 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.9889 -4.7544 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.4790 -9.0735 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.9678 -6.6787 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 34 1 0 0 0 0 24 35 1 0 0 0 0 25 36 1 0 0 0 0 26 27 2 0 0 0 0 26 28 1 0 0 0 0 27 29 1 0 0 0 0 28 30 2 0 0 0 0 28 31 1 0 0 0 0 29 32 2 0 0 0 0 29 33 1 0 0 0 0 31 37 1 0 0 0 0 33 38 1 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	0
ChEBI
CAS Number

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