NPASS drugs

Drug Information

Drug ID:	NPD5618
Drug Name:	NPC-15669
Molecular Formula:	C23H27NO4
Canonical SMILES:	CC(C[C@@H](C(=O)O)N=C(OCC1c2cc(C)ccc2c2c1cc(C)cc2)O)C
Standard InCHI:	InChI=1S/C23H27NO4/c1-13(2)9-21(22(25)26)24-23(27)28-12-20-18-10-14(3)5-7-16(18)17-8-6-15(4)11-19(17)20/h5-8,10-11,13,20-21H,9,12H2,1-4H3,(H,24,27)(H,25,26)/t21-/m0/s1
Standard InCHIKey:	SEHPSBSPFWAVPK-NRFANRHFSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5618

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	79
0.1-0.2	539
0.2-0.3	1314
0.3-0.4	3988
0.4-0.5	15504
0.5-0.6	8674
0.6-0.7	728
0.7-0.8	63
0.8-0.85	0
0.85-0.9	1
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
High Similarity	0.8661	NPC246913
Intermediate Similarity	0.7521	NPC94751
Intermediate Similarity	0.7521	NPC142326
Intermediate Similarity	0.7402	NPC9274
Intermediate Similarity	0.7338	NPC478140
Intermediate Similarity	0.7317	NPC21929
Intermediate Similarity	0.7288	NPC226041
Intermediate Similarity	0.7265	NPC172925
Intermediate Similarity	0.7252	NPC80150
Intermediate Similarity	0.7252	NPC190663
Intermediate Similarity	0.725	NPC128248
Intermediate Similarity	0.725	NPC225079
Intermediate Similarity	0.725	NPC136810
Intermediate Similarity	0.725	NPC133809
Intermediate Similarity	0.7239	NPC4974
Intermediate Similarity	0.7239	NPC47667
Intermediate Similarity	0.7236	NPC37914
Intermediate Similarity	0.7231	NPC310467
Intermediate Similarity	0.7218	NPC35996
Intermediate Similarity	0.7211	NPC470274
Intermediate Similarity	0.7167	NPC12730
Intermediate Similarity	0.7167	NPC221825
Intermediate Similarity	0.7154	NPC471186
Intermediate Similarity	0.7154	NPC169328
Intermediate Similarity	0.7143	NPC319579
Intermediate Similarity	0.7143	NPC160493
Intermediate Similarity	0.7132	NPC476353
Intermediate Similarity	0.7121	NPC45777
Intermediate Similarity	0.7121	NPC477061
Intermediate Similarity	0.7107	NPC264728
Intermediate Similarity	0.7099	NPC314992
Intermediate Similarity	0.7099	NPC237420
Intermediate Similarity	0.7097	NPC83409
Intermediate Similarity	0.7097	NPC191215
Intermediate Similarity	0.7097	NPC327481
Intermediate Similarity	0.7097	NPC185763
Intermediate Similarity	0.7097	NPC274089
Intermediate Similarity	0.7087	NPC66208
Intermediate Similarity	0.7083	NPC120393
Intermediate Similarity	0.7077	NPC212891
Intermediate Similarity	0.7077	NPC242764
Intermediate Similarity	0.7077	NPC105141
Intermediate Similarity	0.7059	NPC469893
Intermediate Similarity	0.7059	NPC261947
Intermediate Similarity	0.7059	NPC100402
Intermediate Similarity	0.7059	NPC9180
Intermediate Similarity	0.7054	NPC221275
Intermediate Similarity	0.7037	NPC318067
Intermediate Similarity	0.7034	NPC473922
Intermediate Similarity	0.7031	NPC474584
Intermediate Similarity	0.7023	NPC45794
Intermediate Similarity	0.7015	NPC169485
Intermediate Similarity	0.7015	NPC317474
Intermediate Similarity	0.7015	NPC84281
Intermediate Similarity	0.7015	NPC291027
Intermediate Similarity	0.7015	NPC213126
Intermediate Similarity	0.7008	NPC475002
Intermediate Similarity	0.7008	NPC95126
Intermediate Similarity	0.7008	NPC133308
Intermediate Similarity	0.7007	NPC210950
Intermediate Similarity	0.7007	NPC199738
Intermediate Similarity	0.7	NPC469891
Intermediate Similarity	0.7	NPC469892
Intermediate Similarity	0.7	NPC469890
Remote Similarity	0.697	NPC254233
Remote Similarity	0.6967	NPC469481
Remote Similarity	0.6963	NPC476278
Remote Similarity	0.696	NPC85560
Remote Similarity	0.696	NPC244933
Remote Similarity	0.6957	NPC40488
Remote Similarity	0.695	NPC64897
Remote Similarity	0.695	NPC90693
Remote Similarity	0.6947	NPC2265
Remote Similarity	0.6944	NPC239770
Remote Similarity	0.6939	NPC475578
Remote Similarity	0.6935	NPC472222
Remote Similarity	0.6935	NPC56168
Remote Similarity	0.6935	NPC472221
Remote Similarity	0.6923	NPC258627
Remote Similarity	0.6923	NPC70940
Remote Similarity	0.6923	NPC274455
Remote Similarity	0.6923	NPC86670
Remote Similarity	0.6911	NPC318154
Remote Similarity	0.6906	NPC69496
Remote Similarity	0.6906	NPC478147
Remote Similarity	0.6905	NPC112903
Remote Similarity	0.6899	NPC273814
Remote Similarity	0.6889	NPC142577
Remote Similarity	0.6885	NPC7435
Remote Similarity	0.687	NPC197470
Remote Similarity	0.6866	NPC478014
Remote Similarity	0.6866	NPC478015
Remote Similarity	0.6866	NPC478016
Remote Similarity	0.6866	NPC476183
Remote Similarity	0.6863	NPC93343
Remote Similarity	0.6861	NPC472414
Remote Similarity	0.686	NPC324569
Remote Similarity	0.6857	NPC183722
Remote Similarity	0.6855	NPC329556
Remote Similarity	0.6855	NPC164859
Remote Similarity	0.6853	NPC127741
Remote Similarity	0.685	NPC475006
Remote Similarity	0.685	NPC318327
Remote Similarity	0.6849	NPC471516
Remote Similarity	0.6842	NPC318173
Remote Similarity	0.6842	NPC267704
Remote Similarity	0.6838	NPC472415
Remote Similarity	0.6835	NPC296712
Remote Similarity	0.6831	NPC159811
Remote Similarity	0.6824	NPC328824
Remote Similarity	0.6822	NPC471189
Remote Similarity	0.6822	NPC471188
Remote Similarity	0.6815	NPC476281
Remote Similarity	0.6815	NPC476184
Remote Similarity	0.6809	NPC42423
Remote Similarity	0.6809	NPC45191
Remote Similarity	0.6807	NPC314690
Remote Similarity	0.6791	NPC202015
Remote Similarity	0.6788	NPC473938
Remote Similarity	0.6788	NPC328107
Remote Similarity	0.678	NPC172128
Remote Similarity	0.6776	NPC275839
Remote Similarity	0.6769	NPC242957
Remote Similarity	0.6769	NPC287055
Remote Similarity	0.6769	NPC206414
Remote Similarity	0.6769	NPC306977
Remote Similarity	0.6767	NPC470545
Remote Similarity	0.6765	NPC293831
Remote Similarity	0.6765	NPC369
Remote Similarity	0.6765	NPC474862
Remote Similarity	0.6761	NPC313663
Remote Similarity	0.6761	NPC233910
Remote Similarity	0.6761	NPC245836
Remote Similarity	0.6759	NPC153007
Remote Similarity	0.6757	NPC49565
Remote Similarity	0.6757	NPC262216
Remote Similarity	0.6752	NPC325441
Remote Similarity	0.6752	NPC329064
Remote Similarity	0.6746	NPC471133
Remote Similarity	0.6746	NPC211551
Remote Similarity	0.6742	NPC188010
Remote Similarity	0.6742	NPC235421
Remote Similarity	0.6741	NPC183339
Remote Similarity	0.6741	NPC470585
Remote Similarity	0.6741	NPC133389
Remote Similarity	0.6741	NPC234337
Remote Similarity	0.6739	NPC474847
Remote Similarity	0.6733	NPC476757
Remote Similarity	0.6723	NPC220596
Remote Similarity	0.6721	NPC293628
Remote Similarity	0.6721	NPC122493
Remote Similarity	0.6721	NPC10781
Remote Similarity	0.6718	NPC471721
Remote Similarity	0.6716	NPC470546
Remote Similarity	0.6715	NPC182333
Remote Similarity	0.6715	NPC273336
Remote Similarity	0.6714	NPC116057
Remote Similarity	0.6714	NPC71271
Remote Similarity	0.6714	NPC472413
Remote Similarity	0.6713	NPC132847
Remote Similarity	0.6711	NPC472761
Remote Similarity	0.6695	NPC9822
Remote Similarity	0.6694	NPC289117
Remote Similarity	0.6692	NPC470544
Remote Similarity	0.6692	NPC329011
Remote Similarity	0.6691	NPC477937
Remote Similarity	0.669	NPC326966
Remote Similarity	0.6688	NPC476750
Remote Similarity	0.6667	NPC279045
Remote Similarity	0.6667	NPC113325
Remote Similarity	0.6667	NPC161069
Remote Similarity	0.6667	NPC307139
Remote Similarity	0.6667	NPC186933
Remote Similarity	0.6667	NPC128645
Remote Similarity	0.6667	NPC322598
Remote Similarity	0.6667	NPC158854
Remote Similarity	0.6667	NPC329282
Remote Similarity	0.6667	NPC273837
Remote Similarity	0.6667	NPC476241
Remote Similarity	0.6667	NPC322387
Remote Similarity	0.6667	NPC476357
Remote Similarity	0.6667	NPC77691
Remote Similarity	0.6667	NPC85511
Remote Similarity	0.6667	NPC476260
Remote Similarity	0.6667	NPC315794
Remote Similarity	0.6645	NPC217801
Remote Similarity	0.6643	NPC253681
Remote Similarity	0.6643	NPC244866
Remote Similarity	0.6642	NPC109151
Remote Similarity	0.6641	NPC93287
Remote Similarity	0.6641	NPC469547
Remote Similarity	0.6639	NPC25565
Remote Similarity	0.6621	NPC175870
Remote Similarity	0.6621	NPC208725
Remote Similarity	0.6619	NPC476179
Remote Similarity	0.6619	NPC476125
Remote Similarity	0.6618	NPC478121
Remote Similarity	0.6615	NPC265513
Remote Similarity	0.6614	NPC67043
Remote Similarity	0.6614	NPC105899

Drug Structure

NPD5618 OpenBabel08211708292D 30 32 0 0 1 0 0 0 0 0999 V2000 5.1962 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2905 1.4441 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5034 -4.8309 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8257 -0.2032 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0789 -4.1264 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6178 -1.1813 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6667 -3.3174 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1315 0.1569 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3223 -3.1084 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 4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0825 0.4660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0844 -4.0219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6667 -1.4903 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2600 -2.4039 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9236 -0.8212 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2655 -2.2993 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0575 -1.3212 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 C 0 0 1 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 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 13 1 0 0 0 0 2 13 1 0 0 0 0 3 14 1 0 0 0 0 4 15 1 0 0 0 0 5 7 2 0 0 0 0 5 14 1 0 0 0 0 6 8 2 0 0 0 0 6 15 1 0 0 0 0 7 16 1 0 0 0 0 8 17 1 0 0 0 0 9 13 1 0 0 0 0 10 14 2 0 0 0 0 10 18 1 0 0 0 0 11 15 2 0 0 0 0 11 19 1 0 0 0 0 12 20 1 0 0 0 0 12 28 1 0 0 0 0 16 17 1 0 0 0 0 16 18 2 0 0 0 0 17 19 2 0 0 0 0 18 20 1 0 0 0 0 19 20 1 0 0 0 0 21 9 1 6 0 0 0 21 22 1 0 0 0 0 21 24 1 0 0 0 0 22 25 2 0 0 0 0 22 26 1 0 0 0 0 23 24 2 3 0 0 0 23 27 1 0 0 0 0 23 28 1 0 0 0 0 26 29 1 0 0 0 0 27 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB001077
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	381.19
ALogP	2.1621
MLogP	3.44
XLogP	8.11
HDA	5
HBD	2
Rotatable Bonds	13
TPSA	79.12
RO5 Violation	1