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:	Phase 4
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD4079

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	92155
0.1-0.2	115583
0.2-0.3	3760
0.3-0.4	130
0.4-0.5	25
0.5-0.6	56
0.6-0.7	23
0.7-0.8	6
0.8-0.85	0
0.85-0.9	0
0.9-0.95	2
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	0.9104	NPC68354
High Similarity	0.9104	NPC285055
Intermediate Similarity	0.7808	NPC269208
Intermediate Similarity	0.7353	NPC570281
Intermediate Similarity	0.7123	NPC558145
Intermediate Similarity	0.7123	NPC572522
Intermediate Similarity	0.7013	NPC526211
Intermediate Similarity	0.7013	NPC611966
Remote Similarity	0.6974	NPC325904
Remote Similarity	0.6974	NPC520778
Remote Similarity	0.6974	NPC593969
Remote Similarity	0.6974	NPC604662
Remote Similarity	0.6849	NPC313654
Remote Similarity	0.6829	NPC46468
Remote Similarity	0.6714	NPC275305
Remote Similarity	0.6714	NPC37423
Remote Similarity	0.6714	NPC491234
Remote Similarity	0.6714	NPC577263
Remote Similarity	0.6528	NPC194411
Remote Similarity	0.6522	NPC589958
Remote Similarity	0.6522	NPC606264
Remote Similarity	0.6098	NPC504538
Remote Similarity	0.6064	NPC225644
Remote Similarity	0.6	NPC155444
Remote Similarity	0.6	NPC58642
Remote Similarity	0.6	NPC224542
Remote Similarity	0.6	NPC49336
Remote Similarity	0.6	NPC137993
Remote Similarity	0.6	NPC249875
Remote Similarity	0.6	NPC508875
Remote Similarity	0.6	NPC509923
Remote Similarity	0.5795	NPC527833
Remote Similarity	0.5795	NPC545520
Remote Similarity	0.5795	NPC566122
Remote Similarity	0.5745	NPC585451
Remote Similarity	0.57	NPC273359
Remote Similarity	0.57	NPC56109
Remote Similarity	0.57	NPC191382
Remote Similarity	0.57	NPC230554
Remote Similarity	0.57	NPC306412
Remote Similarity	0.57	NPC203217
Remote Similarity	0.5676	NPC90408
Remote Similarity	0.5676	NPC230660
Remote Similarity	0.5625	NPC562624
Remote Similarity	0.5625	NPC593275
Remote Similarity	0.56	NPC113927
Remote Similarity	0.56	NPC19757
Remote Similarity	0.5567	NPC329078
Remote Similarity	0.5567	NPC315681
Remote Similarity	0.5567	NPC326189
Remote Similarity	0.5567	NPC511970
Remote Similarity	0.5567	NPC513877
Remote Similarity	0.5567	NPC536533
Remote Similarity	0.5567	NPC543983
Remote Similarity	0.5567	NPC545985
Remote Similarity	0.5567	NPC557179
Remote Similarity	0.5567	NPC586782
Remote Similarity	0.5567	NPC596345
Remote Similarity	0.5567	NPC603739
Remote Similarity	0.5567	NPC607491
Remote Similarity	0.5556	NPC24441
Remote Similarity	0.5556	NPC284772
Remote Similarity	0.5556	NPC194808
Remote Similarity	0.5556	NPC127711
Remote Similarity	0.5526	NPC57047
Remote Similarity	0.5526	NPC598241
Remote Similarity	0.551	NPC492903
Remote Similarity	0.551	NPC564493
Remote Similarity	0.5455	NPC510468
Remote Similarity	0.5455	NPC528454
Remote Similarity	0.5455	NPC572386
Remote Similarity	0.5426	NPC574684
Remote Similarity	0.5426	NPC598588
Remote Similarity	0.5368	NPC562073
Remote Similarity	0.5368	NPC570644
Remote Similarity	0.5347	NPC503543
Remote Similarity	0.53	NPC572406
Remote Similarity	0.5294	NPC320236
Remote Similarity	0.5294	NPC571033
Remote Similarity	0.5294	NPC609531
Remote Similarity	0.5243	NPC510017
Remote Similarity	0.5243	NPC511922
Remote Similarity	0.5204	NPC526488
Remote Similarity	0.52	NPC567556
Remote Similarity	0.52	NPC600946
Remote Similarity	0.51	NPC491494
Remote Similarity	0.5098	NPC570156

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