NPASS drugs

Drug Information

Drug ID:	NPD3528
Drug Name:
Molecular Formula:	C19H23NO3
Canonical SMILES:	COC(=O)c1ccc(cc1)C[C@@H](NC[C@H](c1ccccc1)O)C
Standard InCHI:	InChI=1S/C19H23NO3/c1-14(20-13-18(21)16-6-4-3-5-7-16)12-15-8-10-17(11-9-15)19(22)23-2/h3-11,14,18,20-21H,12-13H2,1-2H3/t14-,18+/m0/s1
Standard InCHIKey:	HGAQACVANZGWKA-KBXCAEBGSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3528

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	84
0.1-0.2	550
0.2-0.3	1775
0.3-0.4	4862
0.4-0.5	9035
0.5-0.6	11884
0.6-0.7	2590
0.7-0.8	109
0.8-0.85	1
0.85-0.9	0
0.9-0.95	0
0.95-1	0

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
Intermediate Similarity	0.8134	NPC285394
Intermediate Similarity	0.7852	NPC26285
Intermediate Similarity	0.7559	NPC150254
Intermediate Similarity	0.7559	NPC226778
Intermediate Similarity	0.7559	NPC304761
Intermediate Similarity	0.7559	NPC147000
Intermediate Similarity	0.7557	NPC158282
Intermediate Similarity	0.7552	NPC313663
Intermediate Similarity	0.75	NPC65310
Intermediate Similarity	0.75	NPC128368
Intermediate Similarity	0.7481	NPC476003
Intermediate Similarity	0.7466	NPC281104
Intermediate Similarity	0.7405	NPC24777
Intermediate Similarity	0.7402	NPC327226
Intermediate Similarity	0.7364	NPC105899
Intermediate Similarity	0.7364	NPC67043
Intermediate Similarity	0.7358	NPC158900
Intermediate Similarity	0.7338	NPC160493
Intermediate Similarity	0.7329	NPC273907
Intermediate Similarity	0.7329	NPC475318
Intermediate Similarity	0.7329	NPC293377
Intermediate Similarity	0.7329	NPC9687
Intermediate Similarity	0.7329	NPC260045
Intermediate Similarity	0.7329	NPC474787
Intermediate Similarity	0.7329	NPC151706
Intermediate Similarity	0.7329	NPC118099
Intermediate Similarity	0.7329	NPC79465
Intermediate Similarity	0.7329	NPC49577
Intermediate Similarity	0.7329	NPC474811
Intermediate Similarity	0.7329	NPC76785
Intermediate Similarity	0.7329	NPC90194
Intermediate Similarity	0.7329	NPC475598
Intermediate Similarity	0.7329	NPC476102
Intermediate Similarity	0.7329	NPC474855
Intermediate Similarity	0.7303	NPC17760
Intermediate Similarity	0.7286	NPC35996
Intermediate Similarity	0.7273	NPC65855
Intermediate Similarity	0.7273	NPC292758
Intermediate Similarity	0.7267	NPC204546
Intermediate Similarity	0.7266	NPC25458
Intermediate Similarity	0.7254	NPC275576
Intermediate Similarity	0.7244	NPC217621
Intermediate Similarity	0.7239	NPC272524
Intermediate Similarity	0.7214	NPC213126
Intermediate Similarity	0.7214	NPC291027
Intermediate Similarity	0.7214	NPC169485
Intermediate Similarity	0.7214	NPC84281
Intermediate Similarity	0.7214	NPC317474
Intermediate Similarity	0.7203	NPC169913
Intermediate Similarity	0.72	NPC57976
Intermediate Similarity	0.7197	NPC469636
Intermediate Similarity	0.7194	NPC190663
Intermediate Similarity	0.7188	NPC476750
Intermediate Similarity	0.7188	NPC42211
Intermediate Similarity	0.7188	NPC214200
Intermediate Similarity	0.7188	NPC228400
Intermediate Similarity	0.7188	NPC70624
Intermediate Similarity	0.7183	NPC4974
Intermediate Similarity	0.7183	NPC474847
Intermediate Similarity	0.7181	NPC319645
Intermediate Similarity	0.7178	NPC476749
Intermediate Similarity	0.7165	NPC303611
Intermediate Similarity	0.7165	NPC226096
Intermediate Similarity	0.7165	NPC290515
Intermediate Similarity	0.7165	NPC164514
Intermediate Similarity	0.7165	NPC108606
Intermediate Similarity	0.7164	NPC66208
Intermediate Similarity	0.7162	NPC478140
Intermediate Similarity	0.7154	NPC249067
Intermediate Similarity	0.7143	NPC474473
Intermediate Similarity	0.7132	NPC188895
Intermediate Similarity	0.7132	NPC304873
Intermediate Similarity	0.7109	NPC118343
Intermediate Similarity	0.7109	NPC203925
Intermediate Similarity	0.7103	NPC325651
Intermediate Similarity	0.7103	NPC69496
Intermediate Similarity	0.7099	NPC269457
Intermediate Similarity	0.7095	NPC470441
Intermediate Similarity	0.709	NPC319579
Intermediate Similarity	0.7087	NPC253423
Intermediate Similarity	0.7083	NPC472706
Intermediate Similarity	0.7083	NPC473220
Intermediate Similarity	0.7083	NPC305717
Intermediate Similarity	0.7083	NPC470753
Intermediate Similarity	0.7077	NPC301943
Intermediate Similarity	0.7077	NPC474365
Intermediate Similarity	0.7077	NPC255676
Intermediate Similarity	0.7068	NPC318327
Intermediate Similarity	0.7067	NPC471316
Intermediate Similarity	0.7063	NPC295664
Intermediate Similarity	0.7059	NPC474363
Intermediate Similarity	0.7059	NPC307651
Intermediate Similarity	0.7059	NPC153053
Intermediate Similarity	0.7042	NPC472703
Intermediate Similarity	0.7037	NPC321852
Intermediate Similarity	0.7034	NPC472707
Intermediate Similarity	0.7034	NPC311753
Intermediate Similarity	0.7031	NPC35448
Intermediate Similarity	0.7031	NPC78701
Intermediate Similarity	0.7029	NPC106551
Intermediate Similarity	0.7029	NPC281686
Intermediate Similarity	0.7029	NPC188867
Intermediate Similarity	0.7014	NPC470765
Intermediate Similarity	0.7007	NPC186933
Intermediate Similarity	0.7007	NPC306740
Intermediate Similarity	0.7007	NPC72915
Intermediate Similarity	0.7007	NPC474685
Intermediate Similarity	0.7006	NPC314223
Intermediate Similarity	0.7	NPC77992
Intermediate Similarity	0.7	NPC472708
Remote Similarity	0.6993	NPC228739
Remote Similarity	0.6993	NPC472704
Remote Similarity	0.6992	NPC249811
Remote Similarity	0.6985	NPC265002
Remote Similarity	0.698	NPC173295
Remote Similarity	0.698	NPC472591
Remote Similarity	0.6977	NPC146351
Remote Similarity	0.6977	NPC325497
Remote Similarity	0.6974	NPC43477
Remote Similarity	0.6966	NPC199738
Remote Similarity	0.6966	NPC210950
Remote Similarity	0.6963	NPC260818
Remote Similarity	0.6963	NPC474157
Remote Similarity	0.6959	NPC233910
Remote Similarity	0.6959	NPC245836
Remote Similarity	0.6953	NPC249912
Remote Similarity	0.6953	NPC289201
Remote Similarity	0.6953	NPC92754
Remote Similarity	0.6953	NPC10781
Remote Similarity	0.6953	NPC293628
Remote Similarity	0.6953	NPC324569
Remote Similarity	0.6953	NPC122493
Remote Similarity	0.6953	NPC276775
Remote Similarity	0.695	NPC80150
Remote Similarity	0.695	NPC473243
Remote Similarity	0.6944	NPC474479
Remote Similarity	0.694	NPC85493
Remote Similarity	0.694	NPC265407
Remote Similarity	0.694	NPC83628
Remote Similarity	0.6937	NPC93343
Remote Similarity	0.6934	NPC196673
Remote Similarity	0.6933	NPC189116
Remote Similarity	0.6929	NPC20142
Remote Similarity	0.6929	NPC314992
Remote Similarity	0.6929	NPC215351
Remote Similarity	0.6929	NPC130398
Remote Similarity	0.6923	NPC316797
Remote Similarity	0.6923	NPC223351
Remote Similarity	0.6913	NPC266425
Remote Similarity	0.6913	NPC253476
Remote Similarity	0.6912	NPC474314
Remote Similarity	0.6912	NPC234376
Remote Similarity	0.6912	NPC269340
Remote Similarity	0.6903	NPC135121
Remote Similarity	0.6901	NPC472981
Remote Similarity	0.6899	NPC225060
Remote Similarity	0.6897	NPC477937
Remote Similarity	0.6897	NPC329790
Remote Similarity	0.6892	NPC326966
Remote Similarity	0.6892	NPC45191
Remote Similarity	0.6887	NPC472372
Remote Similarity	0.6887	NPC472374
Remote Similarity	0.6884	NPC221275
Remote Similarity	0.6879	NPC239697
Remote Similarity	0.6875	NPC85511
Remote Similarity	0.6875	NPC61944
Remote Similarity	0.6875	NPC307020
Remote Similarity	0.6875	NPC471466
Remote Similarity	0.6867	NPC126516
Remote Similarity	0.6867	NPC48929
Remote Similarity	0.6867	NPC203486
Remote Similarity	0.6866	NPC211439
Remote Similarity	0.6857	NPC137096
Remote Similarity	0.6857	NPC45794
Remote Similarity	0.6849	NPC110211
Remote Similarity	0.6849	NPC476353
Remote Similarity	0.6846	NPC470392
Remote Similarity	0.6842	NPC167336
Remote Similarity	0.6842	NPC238412
Remote Similarity	0.6842	NPC211551
Remote Similarity	0.6838	NPC210089
Remote Similarity	0.6838	NPC323007
Remote Similarity	0.6835	NPC213
Remote Similarity	0.6835	NPC10286
Remote Similarity	0.6835	NPC214239
Remote Similarity	0.6828	NPC47667
Remote Similarity	0.6824	NPC82712
Remote Similarity	0.6821	NPC477896
Remote Similarity	0.6821	NPC477893
Remote Similarity	0.6818	NPC329556
Remote Similarity	0.6815	NPC182549
Remote Similarity	0.6815	NPC17417
Remote Similarity	0.6815	NPC114741
Remote Similarity	0.6815	NPC474364
Remote Similarity	0.6815	NPC10251
Remote Similarity	0.6809	NPC317784
Remote Similarity	0.6809	NPC142638
Remote Similarity	0.6807	NPC470971
Remote Similarity	0.6803	NPC116057
Remote Similarity	0.6803	NPC213969

Drug Structure

NPD3528 OpenBabel08211703112D 25 26 0 0 1 0 0 0 0 0999 V2000 0.8660 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 3.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.0000 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2 23 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 6 1 0 0 0 0 5 7 2 0 0 0 0 6 16 2 0 0 0 0 7 16 1 0 0 0 0 8 10 1 0 0 0 0 8 15 2 0 0 0 0 9 11 2 0 0 0 0 9 15 1 0 0 0 0 10 17 2 0 0 0 0 11 17 1 0 0 0 0 12 14 1 0 0 0 0 12 15 1 0 0 0 0 13 20 1 0 0 0 0 14 1 1 6 0 0 0 14 20 1 0 0 0 0 16 18 1 0 0 0 0 17 19 1 0 0 0 0 18 13 1 1 0 0 0 18 21 1 0 0 0 0 19 22 2 0 0 0 0 19 23 1 0 0 0 0 20 24 1 0 0 0 0 21 25 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC000345
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	6438331
ChEBI
CAS Number

Drug Properties

Molecular Weight	313.17
ALogP	-0.845
MLogP	3.11
XLogP	5.133
HDA	4
HBD	2
Rotatable Bonds	11
TPSA	58.56
RO5 Violation	1