NPASS drugs

Drug Information

Drug ID:	NPD3505
Drug Name:	Ergonovine Maleate
Molecular Formula:	C19H23N3O2.C4H4O4
Canonical SMILES:	OC(=O)/C=CC(=O)O.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.C4H4O4/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;5-3(6)1-2-4(7)8/h3-6,8,11,13,17,20,23H,7,9-10H2,1-2H3,(H,21,24);1-2H,(H,5,6)(H,7,8)/b;2-1-/t11-,13+,17+;/m0./s1"
Standard InCHIKey:	YREISLCRUMOYAY-IIPCNOPRSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD3505

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	97331
0.1-0.2	110399
0.2-0.3	3783
0.3-0.4	121
0.4-0.5	30
0.5-0.6	52
0.6-0.7	18
0.7-0.8	0
0.8-0.85	0
0.85-0.9	1
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	0.913	NPC68354
High Similarity	0.913	NPC285055
High Similarity	0.8873	NPC269208
Remote Similarity	0.6944	NPC570281
Remote Similarity	0.6753	NPC558145
Remote Similarity	0.6753	NPC572522
Remote Similarity	0.6625	NPC325904
Remote Similarity	0.6625	NPC520778
Remote Similarity	0.6625	NPC593969
Remote Similarity	0.6625	NPC604662
Remote Similarity	0.6512	NPC46468
Remote Similarity	0.6494	NPC313654
Remote Similarity	0.6463	NPC526211
Remote Similarity	0.6463	NPC611966
Remote Similarity	0.6351	NPC275305
Remote Similarity	0.6351	NPC37423
Remote Similarity	0.6351	NPC491234
Remote Similarity	0.6351	NPC577263
Remote Similarity	0.6184	NPC194411
Remote Similarity	0.6164	NPC589958
Remote Similarity	0.6164	NPC606264
Remote Similarity	0.5941	NPC230554
Remote Similarity	0.5844	NPC57047
Remote Similarity	0.5844	NPC598241
Remote Similarity	0.5814	NPC504538
Remote Similarity	0.5758	NPC155444
Remote Similarity	0.5758	NPC58642
Remote Similarity	0.5758	NPC224542
Remote Similarity	0.5758	NPC49336
Remote Similarity	0.5758	NPC137993
Remote Similarity	0.5758	NPC249875
Remote Similarity	0.5696	NPC508875
Remote Similarity	0.5696	NPC509923
Remote Similarity	0.5657	NPC225644
Remote Similarity	0.5543	NPC527833
Remote Similarity	0.5543	NPC545520
Remote Similarity	0.5543	NPC566122
Remote Similarity	0.551	NPC585451
Remote Similarity	0.5385	NPC90408
Remote Similarity	0.5385	NPC230660
Remote Similarity	0.5347	NPC315681
Remote Similarity	0.5347	NPC326189
Remote Similarity	0.5347	NPC557179
Remote Similarity	0.5347	NPC607491
Remote Similarity	0.534	NPC24441
Remote Similarity	0.534	NPC284772
Remote Similarity	0.534	NPC127711
Remote Similarity	0.5333	NPC273359
Remote Similarity	0.5333	NPC56109
Remote Similarity	0.5333	NPC191382
Remote Similarity	0.5333	NPC306412
Remote Similarity	0.5333	NPC203217
Remote Similarity	0.5316	NPC113927
Remote Similarity	0.5316	NPC19757
Remote Similarity	0.5294	NPC564493
Remote Similarity	0.5248	NPC562624
Remote Similarity	0.5248	NPC593275
Remote Similarity	0.5196	NPC329078
Remote Similarity	0.5196	NPC511970
Remote Similarity	0.5196	NPC513877
Remote Similarity	0.5196	NPC536533
Remote Similarity	0.5196	NPC543983
Remote Similarity	0.5196	NPC545985
Remote Similarity	0.5196	NPC586782
Remote Similarity	0.5196	NPC596345
Remote Similarity	0.5196	NPC603739
Remote Similarity	0.5192	NPC194808
Remote Similarity	0.5146	NPC492903
Remote Similarity	0.5096	NPC510468
Remote Similarity	0.5096	NPC528454
Remote Similarity	0.5096	NPC572386
Remote Similarity	0.5051	NPC574684
Remote Similarity	0.5051	NPC598588

Drug Structure

NPD3505 OpenBabel08211703112D 37 39 0 0 1 0 0 0 0 0999 V2000 0.4784 -2.8204 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6156 -0.4784 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9992 -4.6535 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2049 -4.1949 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7934 -4.1949 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6162 -3.2781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2044 -1.4434 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7932 -1.4432 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8216 -1.9024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3146 -4.2679 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3144 -3.3027 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 6.9990 -1.9019 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8218 -2.8196 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 6.2048 -3.2779 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4105 -2.8193 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7935 -3.2774 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4103 -1.9020 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 6.9990 -2.8193 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9860 -3.3024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5876 -2.8188 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.1501 -2.8200 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.6158 -1.4436 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.4789 -4.7506 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.9863 -4.2675 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 12.9548 -3.3491 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.7835 -2.8706 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.1261 -2.8706 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.7835 -1.9138 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.1261 -1.9138 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 11.2975 -3.3491 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 14.6122 -1.4353 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 12.9548 -1.4353 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.5119 -3.0664 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.4791 -5.7158 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.1505 -4.7503 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 10.4688 -2.8706 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 12.9548 -0.4784 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 33 1 0 0 0 0 23 34 1 0 0 0 0 24 35 1 0 0 0 0 25 26 2 0 0 0 0 25 27 1 0 0 0 0 26 28 1 0 0 0 0 27 29 2 0 0 0 0 27 30 1 0 0 0 0 28 31 2 0 0 0 0 28 32 1 0 0 0 0 30 36 1 0 0 0 0 32 37 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	325.18
ALogP	-0.7953
MLogP	3
XLogP	1.356
HDA	5
HBD	3
Rotatable Bonds	7
TPSA	71.85
RO5 Violation	0