NPASS drugs

Drug Information

Drug ID:	NPD2491
Drug Name:	Morphine
Molecular Formula:	C17H19NO3
Canonical SMILES:	O[C@H]1C=C[C@@H]2[C@@]34[C@H]1Oc1c4c(C[C@H]2N(CC3)C)ccc1O
Standard InCHI:	"InChI=1S/C17H19NO3/c1-18-7-6-17-10-3-5-13(20)16(17)21-15-12(19)4-2-9(14(15)17)8-11(10)18/h2-5,10-11,13,16,19-20H,6-8H2,1H3/t10-,11+,13-,16-,17-/m0/s1"
Standard InCHIKey:	BQJCRHHNABKAKU-KBQPJGBKSA-N
Max Developmental Stage:	Phase 4
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD2491

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	68809
0.1-0.2	138104
0.2-0.3	4687
0.3-0.4	81
0.4-0.5	24
0.5-0.6	2
0.6-0.7	14
0.7-0.8	4
0.8-0.85	1
0.85-0.9	0
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	NPC328423
High Similarity	1.0	NPC74436
High Similarity	1.0	NPC232533
High Similarity	1.0	NPC298343
High Similarity	1.0	NPC566104
High Similarity	1.0	NPC607466
High Similarity	1.0	NPC608460
High Similarity	0.9833	NPC485664
Intermediate Similarity	0.806	NPC243483
Intermediate Similarity	0.7612	NPC23347
Intermediate Similarity	0.7612	NPC203778
Intermediate Similarity	0.7612	NPC322178
Intermediate Similarity	0.7463	NPC160593
Remote Similarity	0.6857	NPC43069
Remote Similarity	0.6857	NPC235802
Remote Similarity	0.6857	NPC262786
Remote Similarity	0.6857	NPC163601
Remote Similarity	0.6857	NPC2073
Remote Similarity	0.6857	NPC319632
Remote Similarity	0.6857	NPC612004
Remote Similarity	0.6835	NPC143927
Remote Similarity	0.6812	NPC97086
Remote Similarity	0.6667	NPC140577
Remote Similarity	0.6667	NPC146628
Remote Similarity	0.6486	NPC43726
Remote Similarity	0.6486	NPC147161
Remote Similarity	0.6154	NPC44953
Remote Similarity	0.5568	NPC26746
Remote Similarity	0.5375	NPC258640

Drug Structure

NPD2491 OpenBabel08211702172D 23 27 0 0 1 0 0 0 0 0999 V2000 -4.0830 -1.6204 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1723 1.6885 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1724 -1.6889 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4410 2.1107 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4411 -2.1111 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1724 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6350 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9037 0.4218 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1724 0.8440 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1724 -0.8444 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.9037 -0.4222 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.7098 1.6885 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7098 -1.6889 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.4411 0.4218 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7098 0.8440 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7098 -0.8445 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.4411 -0.4222 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.6350 -0.8444 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0216 2.1107 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0215 -2.1111 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 0.3650 2.8821 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.7177 -1.6333 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 18 1 0 0 0 0 2 4 2 0 0 0 0 2 9 1 0 0 0 0 3 5 2 0 0 0 0 3 10 1 0 0 0 0 4 12 1 0 0 0 0 5 13 1 0 0 0 0 6 7 1 0 0 0 0 7 18 1 0 0 0 0 8 9 1 0 0 0 0 9 14 2 0 0 0 0 10 11 1 0 0 0 0 10 17 1 1 0 0 0 11 8 1 6 0 0 0 11 18 1 0 0 0 0 12 15 2 0 0 0 0 12 19 1 0 0 0 0 13 16 1 0 0 0 0 13 20 1 1 0 0 0 14 15 1 0 0 0 0 14 17 1 0 0 0 0 15 21 1 0 0 0 0 16 17 1 1 0 0 0 16 21 1 0 0 0 0 17 6 1 6 0 0 0 19 22 1 0 0 0 0 20 23 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000071
DrugBank	DB00295
ChEMBL	CHEMBL70
IUPHAR/BPS	1627
PharmaGKB	PA450550
KEGG Drug	D08233
PubChem CID	5288826
ChEBI	17303
CAS Number	57-27-2

Drug Properties

Molecular Weight	285.14
ALogP	-0.2545
MLogP	2.89
XLogP	0.112
HDA	4
HBD	2
Rotatable Bonds	3
TPSA	52.93
RO5 Violation	0