NPASS drugs

Drug Information

Drug ID:	NPD5676
Drug Name:	Pholcodine
Molecular Formula:	C23H30N2O4
Canonical SMILES:	CN1CC[C@@]23[C@@H]4[C@H]1Cc1c3c(O[C@H]2[C@H](C=C4)O)c(cc1)OCCN1CCOCC1
Standard InCHI:	InChI=1S/C23H30N2O4/c1-24-7-6-23-16-3-4-18(26)22(23)29-21-19(5-2-15(20(21)23)14-17(16)24)28-13-10-25-8-11-27-12-9-25/h2-5,16-18,22,26H,6-14H2,1H3/t16-,17+,18-,22-,23-/m0/s1
Standard InCHIKey:	GPFAJKDEDBRFOS-FKQDBXSBSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD5676

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	246
0.1-0.2	1128
0.2-0.3	2835
0.3-0.4	7628
0.4-0.5	6092
0.5-0.6	7541
0.6-0.7	5260
0.7-0.8	139
0.8-0.85	10
0.85-0.9	1
0.9-0.95	8
0.95-1	2

Similar Natural Products

High Similarity Level: Tc>=0.85; Intermediate Similarity Level: 0.7 <= Tc < 0.85; Remote Similarity Level: 0.65 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
High Similarity	0.9572	NPC140577
High Similarity	0.9572	NPC43069
High Similarity	0.9468	NPC67346
High Similarity	0.9365	NPC232533
High Similarity	0.9271	NPC157958
High Similarity	0.9263	NPC243483
High Similarity	0.9263	NPC97086
High Similarity	0.9251	NPC174783
High Similarity	0.911	NPC311781
High Similarity	0.9021	NPC126211
High Similarity	0.8579	NPC214629
Intermediate Similarity	0.8325	NPC66909
Intermediate Similarity	0.8325	NPC115906
Intermediate Similarity	0.825	NPC201055
Intermediate Similarity	0.825	NPC151470
Intermediate Similarity	0.825	NPC64576
Intermediate Similarity	0.825	NPC254045
Intermediate Similarity	0.8229	NPC298339
Intermediate Similarity	0.8214	NPC196231
Intermediate Similarity	0.8209	NPC244191
Intermediate Similarity	0.8141	NPC279665
Intermediate Similarity	0.7921	NPC293624
Intermediate Similarity	0.7811	NPC94499
Intermediate Similarity	0.7789	NPC162694
Intermediate Similarity	0.7766	NPC305847
Intermediate Similarity	0.7734	NPC33256
Intermediate Similarity	0.7727	NPC302449
Intermediate Similarity	0.7656	NPC476500
Intermediate Similarity	0.7617	NPC124657
Intermediate Similarity	0.7614	NPC35680
Intermediate Similarity	0.7596	NPC286135
Intermediate Similarity	0.7592	NPC475780
Intermediate Similarity	0.7574	NPC141440
Intermediate Similarity	0.7565	NPC3375
Intermediate Similarity	0.7565	NPC255607
Intermediate Similarity	0.7512	NPC82056
Intermediate Similarity	0.75	NPC38964
Intermediate Similarity	0.7488	NPC80472
Intermediate Similarity	0.7435	NPC323443
Intermediate Similarity	0.7435	NPC180756
Intermediate Similarity	0.7416	NPC474427
Intermediate Similarity	0.7409	NPC226428
Intermediate Similarity	0.7404	NPC83019
Intermediate Similarity	0.7374	NPC227683
Intermediate Similarity	0.7363	NPC149285
Intermediate Similarity	0.7356	NPC475713
Intermediate Similarity	0.7356	NPC204580
Intermediate Similarity	0.7356	NPC474432
Intermediate Similarity	0.7336	NPC476495
Intermediate Similarity	0.7336	NPC106840
Intermediate Similarity	0.7336	NPC94687
Intermediate Similarity	0.733	NPC44040
Intermediate Similarity	0.7301	NPC211215
Intermediate Similarity	0.7299	NPC316164
Intermediate Similarity	0.7291	NPC233718
Intermediate Similarity	0.729	NPC326895
Intermediate Similarity	0.7286	NPC267414
Intermediate Similarity	0.7277	NPC32154
Intermediate Similarity	0.7277	NPC99179
Intermediate Similarity	0.7264	NPC241704
Intermediate Similarity	0.7255	NPC156576
Intermediate Similarity	0.7243	NPC314946
Intermediate Similarity	0.7225	NPC85747
Intermediate Similarity	0.7225	NPC8337
Intermediate Similarity	0.7222	NPC476496
Intermediate Similarity	0.7222	NPC284842
Intermediate Similarity	0.7214	NPC329969
Intermediate Similarity	0.7206	NPC248642
Intermediate Similarity	0.7192	NPC126284
Intermediate Similarity	0.7184	NPC230098
Intermediate Similarity	0.7171	NPC475566
Intermediate Similarity	0.7162	NPC316292
Intermediate Similarity	0.7162	NPC185031
Intermediate Similarity	0.7156	NPC70290
Intermediate Similarity	0.7156	NPC124302
Intermediate Similarity	0.7156	NPC46744
Intermediate Similarity	0.7156	NPC73020
Intermediate Similarity	0.7156	NPC215098
Intermediate Similarity	0.7156	NPC14622
Intermediate Similarity	0.715	NPC329911
Intermediate Similarity	0.715	NPC263212
Intermediate Similarity	0.715	NPC469437
Intermediate Similarity	0.7149	NPC475180
Intermediate Similarity	0.7143	NPC46990
Intermediate Similarity	0.7137	NPC315914
Intermediate Similarity	0.7136	NPC473746
Intermediate Similarity	0.713	NPC314596
Intermediate Similarity	0.7121	NPC35345
Intermediate Similarity	0.7114	NPC129578
Intermediate Similarity	0.7109	NPC24228
Intermediate Similarity	0.7108	NPC27887
Intermediate Similarity	0.7108	NPC474745
Intermediate Similarity	0.7103	NPC475747
Intermediate Similarity	0.71	NPC160570
Intermediate Similarity	0.7098	NPC475718
Intermediate Similarity	0.7089	NPC120671
Intermediate Similarity	0.7089	NPC72788
Intermediate Similarity	0.7089	NPC226652
Intermediate Similarity	0.7089	NPC314100
Intermediate Similarity	0.7083	NPC474556
Intermediate Similarity	0.7081	NPC63152
Intermediate Similarity	0.7079	NPC2314
Intermediate Similarity	0.7077	NPC133817
Intermediate Similarity	0.7077	NPC476443
Intermediate Similarity	0.7073	NPC473562
Intermediate Similarity	0.7071	NPC59567
Intermediate Similarity	0.7071	NPC476569
Intermediate Similarity	0.7065	NPC191012
Intermediate Similarity	0.7059	NPC309692
Intermediate Similarity	0.7059	NPC474325
Intermediate Similarity	0.7056	NPC205167
Intermediate Similarity	0.7056	NPC249274
Intermediate Similarity	0.705	NPC252960
Intermediate Similarity	0.705	NPC306555
Intermediate Similarity	0.705	NPC474931
Intermediate Similarity	0.705	NPC145832
Intermediate Similarity	0.705	NPC117188
Intermediate Similarity	0.705	NPC158376
Intermediate Similarity	0.705	NPC205421
Intermediate Similarity	0.705	NPC12053
Intermediate Similarity	0.705	NPC150879
Intermediate Similarity	0.705	NPC81218
Intermediate Similarity	0.7048	NPC478093
Intermediate Similarity	0.7047	NPC476579
Intermediate Similarity	0.7041	NPC478161
Intermediate Similarity	0.7041	NPC478159
Intermediate Similarity	0.704	NPC284236
Intermediate Similarity	0.704	NPC316368
Intermediate Similarity	0.7039	NPC47191
Intermediate Similarity	0.7035	NPC306843
Intermediate Similarity	0.7035	NPC212794
Intermediate Similarity	0.7035	NPC13504
Intermediate Similarity	0.7035	NPC96603
Intermediate Similarity	0.7035	NPC477563
Intermediate Similarity	0.7035	NPC78222
Intermediate Similarity	0.7035	NPC196447
Intermediate Similarity	0.7035	NPC253043
Intermediate Similarity	0.7035	NPC136508
Intermediate Similarity	0.7035	NPC169743
Intermediate Similarity	0.7024	NPC220961
Intermediate Similarity	0.7023	NPC328700
Intermediate Similarity	0.7023	NPC119818
Intermediate Similarity	0.7023	NPC202771
Intermediate Similarity	0.7023	NPC2173
Intermediate Similarity	0.7019	NPC214116
Intermediate Similarity	0.7015	NPC41689
Intermediate Similarity	0.7015	NPC470324
Intermediate Similarity	0.7014	NPC473589
Intermediate Similarity	0.7014	NPC478091
Intermediate Similarity	0.7014	NPC478092
Intermediate Similarity	0.7014	NPC30182
Intermediate Similarity	0.701	NPC474470
Intermediate Similarity	0.701	NPC237044
Intermediate Similarity	0.701	NPC222524
Intermediate Similarity	0.7005	NPC475981
Intermediate Similarity	0.7005	NPC288353
Intermediate Similarity	0.7005	NPC474746
Intermediate Similarity	0.7005	NPC104682
Intermediate Similarity	0.7005	NPC244903
Intermediate Similarity	0.7	NPC475754
Remote Similarity	0.6996	NPC478047
Remote Similarity	0.6996	NPC321226
Remote Similarity	0.6996	NPC180210
Remote Similarity	0.6996	NPC314914
Remote Similarity	0.6996	NPC328856
Remote Similarity	0.6996	NPC478046
Remote Similarity	0.6986	NPC237579
Remote Similarity	0.6986	NPC208890
Remote Similarity	0.6985	NPC218614
Remote Similarity	0.6985	NPC324144
Remote Similarity	0.6981	NPC477258
Remote Similarity	0.698	NPC255787
Remote Similarity	0.6976	NPC294790
Remote Similarity	0.6976	NPC329816
Remote Similarity	0.6976	NPC114364
Remote Similarity	0.6976	NPC118633
Remote Similarity	0.6976	NPC148693
Remote Similarity	0.6976	NPC320223
Remote Similarity	0.697	NPC4304
Remote Similarity	0.6963	NPC207239
Remote Similarity	0.6961	NPC128560
Remote Similarity	0.6961	NPC199465
Remote Similarity	0.6961	NPC304675
Remote Similarity	0.6961	NPC229166
Remote Similarity	0.6957	NPC246877
Remote Similarity	0.6954	NPC65490
Remote Similarity	0.6954	NPC180901
Remote Similarity	0.6954	NPC148014
Remote Similarity	0.6954	NPC315707
Remote Similarity	0.6954	NPC78359
Remote Similarity	0.6954	NPC300757
Remote Similarity	0.6954	NPC40389
Remote Similarity	0.6951	NPC478048
Remote Similarity	0.695	NPC76116
Remote Similarity	0.6946	NPC150131
Remote Similarity	0.6946	NPC186392
Remote Similarity	0.6946	NPC470739
Remote Similarity	0.6946	NPC225597
Remote Similarity	0.6946	NPC477640
Remote Similarity	0.6939	NPC131121

Drug Structure

NPD5676 OpenBabel08211708292D 30 35 0 0 1 0 0 0 0 0999 V2000 3.5842 -2.8361 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3914 -2.8359 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6520 -1.0789 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6520 -0.2003 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1523 -2.3966 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1301 -1.9575 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8910 -3.2754 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5346 -1.3541 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6936 0.1594 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3034 -0.4596 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4084 -1.4459 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5674 0.0675 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7870 -1.1705 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1305 -2.8359 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3696 -2.3966 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8911 -1.5182 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.8910 -2.3968 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.8911 0.2391 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.1522 -1.5180 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3696 -1.5180 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3913 -1.0787 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1302 -0.2003 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.1301 -1.0789 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.6519 -2.8361 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.1772 -0.5515 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.8911 1.1177 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.9248 -0.7351 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.9131 -1.0786 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 1.0983 1.4964 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 24 1 0 0 0 0 2 5 2 0 0 0 0 2 15 1 0 0 0 0 3 4 2 0 0 0 0 3 16 1 0 0 0 0 4 18 1 0 0 0 0 5 19 1 0 0 0 0 6 7 1 0 0 0 0 7 24 1 0 0 0 0 8 11 1 0 0 0 0 8 25 1 0 0 0 0 9 12 1 0 0 0 0 9 25 1 0 0 0 0 10 13 1 0 0 0 0 10 25 1 0 0 0 0 11 27 1 0 0 0 0 12 27 1 0 0 0 0 13 28 1 0 0 0 0 14 15 1 0 0 0 0 15 20 2 0 0 0 0 16 17 1 0 0 0 0 16 23 1 1 0 0 0 17 14 1 6 0 0 0 17 24 1 0 0 0 0 18 22 1 0 0 0 0 18 26 1 1 0 0 0 19 21 2 0 0 0 0 19 28 1 0 0 0 0 20 21 1 0 0 0 0 20 23 1 0 0 0 0 21 29 1 0 0 0 0 22 23 1 1 0 0 0 22 29 1 0 0 0 0 23 6 1 6 0 0 0 26 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank	DB09209
ChEMBL	CHEMBL2105224
IUPHAR/BPS	9086
PharmaGKB
KEGG Drug	D07385
PubChem CID
ChEBI	53579
CAS Number	509-67-1

Drug Properties

Molecular Weight	398.22
ALogP	-0.3636
MLogP	3.33
XLogP	-0.114
HDA	6
HBD	1
Rotatable Bonds	6
TPSA	54.4
RO5 Violation	0