NPASS drugs

Drug Information

Drug ID:	NPD2563
Drug Name:	Galantamine
Molecular Formula:	C17H21NO3
Canonical SMILES:	COc1ccc2c3c1O[C@@H]1[C@@]3(CCN(C2)C)C=C[C@@H](C1)O
Standard InCHI:	"InChI=1S/C17H21NO3/c1-18-8-7-17-6-5-12(19)9-14(17)21-16-13(20-2)4-3-11(10-18)15(16)17/h3-6,12,14,19H,7-10H2,1-2H3/t12-,14-,17-/m0/s1"
Standard InCHIKey:	ASUTZQLVASHGKV-JDFRZJQESA-N
Max Developmental Stage:	Phase 4
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD2563

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	82872
0.1-0.2	126027
0.2-0.3	2718
0.3-0.4	77
0.4-0.5	11
0.5-0.6	9
0.6-0.7	13
0.7-0.8	4
0.8-0.85	0
0.85-0.9	1
0.9-0.95	0
0.95-1	8

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	1.0	NPC148014
High Similarity	1.0	NPC320134
High Similarity	1.0	NPC78359
High Similarity	1.0	NPC605551
High Similarity	1.0	NPC608469
High Similarity	0.9821	NPC139478
High Similarity	0.9821	NPC607345
High Similarity	0.9821	NPC611663
High Similarity	0.8594	NPC322079
Intermediate Similarity	0.7937	NPC40389
Intermediate Similarity	0.7692	NPC65490
Intermediate Similarity	0.7031	NPC91341
Intermediate Similarity	0.7031	NPC229023
Remote Similarity	0.6984	NPC226686
Remote Similarity	0.6984	NPC321801
Remote Similarity	0.6984	NPC284842
Remote Similarity	0.6667	NPC18402
Remote Similarity	0.6667	NPC596773
Remote Similarity	0.6667	NPC601602
Remote Similarity	0.6528	NPC144266
Remote Similarity	0.6528	NPC563805
Remote Similarity	0.6471	NPC577178
Remote Similarity	0.6364	NPC305985
Remote Similarity	0.6364	NPC325829
Remote Similarity	0.6364	NPC129603
Remote Similarity	0.6364	NPC56540
Remote Similarity	0.5857	NPC148057
Remote Similarity	0.5507	NPC486678
Remote Similarity	0.5256	NPC522532
Remote Similarity	0.5211	NPC486683
Remote Similarity	0.5211	NPC493942
Remote Similarity	0.5205	NPC571320
Remote Similarity	0.5139	NPC293871
Remote Similarity	0.5139	NPC124433
Remote Similarity	0.5068	NPC585151

Drug Structure

NPD2563 OpenBabel08211702172D 22 25 0 0 1 0 0 0 0 0999 V2000 0.7191 -4.0693 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7329 1.2264 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4351 -1.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4353 -0.4690 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4352 -1.4057 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6238 -1.8744 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8253 -2.2672 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2821 -2.9357 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6234 0.0003 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3162 -2.6797 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6235 -1.8751 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4350 -0.4681 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.6239 -0.0003 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8116 -0.4684 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8117 -1.4063 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8119 -0.4687 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8117 -1.4060 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.5636 -3.0985 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.2464 0.0006 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.6241 0.9367 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.1783 -0.0972 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 18 1 0 0 0 0 2 20 1 0 0 0 0 3 4 2 0 0 0 0 3 11 1 0 0 0 0 4 13 1 0 0 0 0 5 6 2 0 0 0 0 5 12 1 0 0 0 0 7 8 1 0 0 0 0 7 17 1 0 0 0 0 8 18 1 0 0 0 0 9 12 1 0 0 0 0 9 14 1 0 0 0 0 10 11 1 0 0 0 0 10 18 1 0 0 0 0 11 15 2 0 0 0 0 12 19 1 6 0 0 0 13 16 2 0 0 0 0 13 20 1 0 0 0 0 14 17 1 6 0 0 0 14 21 1 0 0 0 0 15 16 1 0 0 0 0 15 17 1 0 0 0 0 16 21 1 0 0 0 0 17 6 1 6 0 0 0 19 22 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000559
DrugBank	DB00674
ChEMBL	CHEMBL659
IUPHAR/BPS	6693
PharmaGKB	PA449726
KEGG Drug	D04292
PubChem CID	9651
ChEBI	42944
CAS Number	357-70-0

Drug Properties

Molecular Weight	287.15
ALogP	-0.5627
MLogP	2.89
XLogP	1.062
HDA	2
HBD	1
Rotatable Bonds	4
TPSA	41.93
RO5 Violation	0