NPASS drugs

Drug Information

Drug ID:	NPD3533
Drug Name:	Ethylmorphine
Molecular Formula:	C19H23NO3
Canonical SMILES:	CCOc1ccc2c3c1O[C@@H]1[C@@]43CCN([C@H](C2)[C@@H]4C=C[C@@H]1O)C
Standard InCHI:	"InChI=1S/C19H23NO3/c1-3-22-15-7-4-11-10-13-12-5-6-14(21)18-19(12,8-9-20(13)2)16(11)17(15)23-18/h4-7,12-14,18,21H,3,8-10H2,1-2H3/t12-,13+,14-,18-,19-/m0/s1"
Standard InCHIKey:	OGDVEMNWJVYAJL-LEPYJNQMSA-N
Max Developmental Stage:	Pre-clinical
Max Developmental Stage Source:	DrugBank

Structural Similarity Between NPASS Natural Products and NPD3533

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	39182
0.1-0.2	169391
0.2-0.3	3033
0.3-0.4	78
0.4-0.5	16
0.5-0.6	15
0.6-0.7	13
0.7-0.8	1
0.8-0.85	0
0.85-0.9	7
0.9-0.95	0
0.95-1	2

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	NPC140577
High Similarity	1.0	NPC146628
High Similarity	0.875	NPC43069
High Similarity	0.875	NPC235802
High Similarity	0.875	NPC262786
High Similarity	0.875	NPC163601
High Similarity	0.875	NPC2073
High Similarity	0.875	NPC319632
High Similarity	0.875	NPC612004
Intermediate Similarity	0.7778	NPC44953
Remote Similarity	0.6747	NPC26746
Remote Similarity	0.6667	NPC328423
Remote Similarity	0.6667	NPC74436
Remote Similarity	0.6667	NPC232533
Remote Similarity	0.6667	NPC143927
Remote Similarity	0.6667	NPC298343
Remote Similarity	0.6667	NPC566104
Remote Similarity	0.6667	NPC607466
Remote Similarity	0.6667	NPC608460
Remote Similarity	0.6575	NPC485664
Remote Similarity	0.6216	NPC23347
Remote Similarity	0.6216	NPC203778
Remote Similarity	0.6216	NPC322178
Remote Similarity	0.5946	NPC318674
Remote Similarity	0.5946	NPC305440
Remote Similarity	0.5946	NPC214629
Remote Similarity	0.5946	NPC67346
Remote Similarity	0.5946	NPC174783
Remote Similarity	0.5946	NPC599847
Remote Similarity	0.5867	NPC160593
Remote Similarity	0.5844	NPC580459
Remote Similarity	0.5769	NPC311781
Remote Similarity	0.5375	NPC243483
Remote Similarity	0.5256	NPC581397
Remote Similarity	0.519	NPC550752
Remote Similarity	0.5185	NPC238919
Remote Similarity	0.5185	NPC70075
Remote Similarity	0.5054	NPC320999

Drug Structure

NPD3533 OpenBabel08211703112D 24 28 0 0 1 0 0 0 0 0999 V2000 1.2124 2.9890 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1085 -1.6306 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3673 2.9002 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1860 1.6991 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1860 -1.6995 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4501 -2.1244 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4501 2.1239 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1860 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6577 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9218 0.4244 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1860 0.8493 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1860 -0.8497 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.9218 -0.4249 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.7142 -1.6995 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.7142 1.6991 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4501 0.4244 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7142 0.8493 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7142 -0.8497 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.4501 -0.4249 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.6577 -0.8497 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0217 -2.1243 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0217 2.1239 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 0.7222 -1.6435 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 20 1 0 0 0 0 3 22 1 0 0 0 0 4 7 2 0 0 0 0 4 11 1 0 0 0 0 5 6 2 0 0 0 0 5 12 1 0 0 0 0 6 14 1 0 0 0 0 7 15 1 0 0 0 0 8 9 1 0 0 0 0 9 20 1 0 0 0 0 10 11 1 0 0 0 0 11 16 2 0 0 0 0 12 13 1 0 0 0 0 12 19 1 1 0 0 0 13 10 1 6 0 0 0 13 20 1 0 0 0 0 14 18 1 0 0 0 0 14 21 1 1 0 0 0 15 17 2 0 0 0 0 15 22 1 0 0 0 0 16 17 1 0 0 0 0 16 19 1 0 0 0 0 17 23 1 0 0 0 0 18 19 1 1 0 0 0 18 23 1 0 0 0 0 19 8 1 6 0 0 0 21 24 1 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank	DB01466
ChEMBL	CHEMBL1712170
IUPHAR/BPS
PharmaGKB
KEGG Drug	D07929
PubChem CID	0
ChEBI	4902
CAS Number	76-58-4

Drug Properties

Molecular Weight	313.17
ALogP	0.0604
MLogP	3.11
XLogP	0.856
HDA	4
HBD	1
Rotatable Bonds	5
TPSA	41.93
RO5 Violation	0