NPASS drugs

Drug Information

Drug ID:	NPD5616
Drug Name:
Molecular Formula:	C23H27NO2
Canonical SMILES:	COc1cccc2c1CCC[C@H]2CN(CCc1ccc2c(c1)occ2)C
Standard InCHI:	InChI=1S/C23H27NO2/c1-24(13-11-17-9-10-18-12-14-26-23(18)15-17)16-19-5-3-7-21-20(19)6-4-8-22(21)25-2/h4,6,8-10,12,14-15,19H,3,5,7,11,13,16H2,1-2H3/t19-/m0/s1
Standard InCHIKey:	MHPMXTGKTXJIDI-IBGZPJMESA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5616

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	189
0.1-0.2	1137
0.2-0.3	2592
0.3-0.4	7910
0.4-0.5	4665
0.5-0.6	6946
0.6-0.7	7000
0.7-0.8	443
0.8-0.85	8
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	0.8323	NPC290038
Intermediate Similarity	0.8313	NPC476443
Intermediate Similarity	0.8313	NPC133817
Intermediate Similarity	0.8289	NPC233707
Intermediate Similarity	0.8267	NPC324117
Intermediate Similarity	0.8267	NPC209858
Intermediate Similarity	0.8113	NPC95526
Intermediate Similarity	0.8063	NPC472298
Intermediate Similarity	0.7975	NPC93241
Intermediate Similarity	0.7975	NPC27798
Intermediate Similarity	0.7925	NPC478166
Intermediate Similarity	0.7922	NPC307401
Intermediate Similarity	0.7914	NPC44606
Intermediate Similarity	0.7911	NPC158871
Intermediate Similarity	0.7875	NPC281398
Intermediate Similarity	0.7843	NPC470406
Intermediate Similarity	0.7826	NPC150215
Intermediate Similarity	0.7821	NPC202260
Intermediate Similarity	0.7799	NPC117674
Intermediate Similarity	0.7778	NPC227683
Intermediate Similarity	0.7778	NPC183103
Intermediate Similarity	0.7748	NPC59502
Intermediate Similarity	0.7712	NPC279596
Intermediate Similarity	0.7697	NPC10429
Intermediate Similarity	0.7697	NPC24232
Intermediate Similarity	0.7683	NPC144010
Intermediate Similarity	0.768	NPC174783
Intermediate Similarity	0.7679	NPC472299
Intermediate Similarity	0.7679	NPC153631
Intermediate Similarity	0.7677	NPC265793
Intermediate Similarity	0.7673	NPC263337
Intermediate Similarity	0.7673	NPC149780
Intermediate Similarity	0.7654	NPC470019
Intermediate Similarity	0.7643	NPC186647
Intermediate Similarity	0.7643	NPC130976
Intermediate Similarity	0.764	NPC245522
Intermediate Similarity	0.764	NPC114513
Intermediate Similarity	0.7636	NPC149085
Intermediate Similarity	0.7636	NPC145830
Intermediate Similarity	0.7619	NPC246214
Intermediate Similarity	0.7619	NPC123153
Intermediate Similarity	0.7597	NPC164295
Intermediate Similarity	0.7584	NPC214629
Intermediate Similarity	0.7582	NPC57552
Intermediate Similarity	0.7578	NPC145304
Intermediate Similarity	0.7576	NPC13282
Intermediate Similarity	0.7574	NPC226287
Intermediate Similarity	0.7572	NPC303581
Intermediate Similarity	0.7572	NPC67978
Intermediate Similarity	0.7566	NPC428300
Intermediate Similarity	0.7558	NPC41689
Intermediate Similarity	0.7557	NPC27887
Intermediate Similarity	0.7551	NPC137710
Intermediate Similarity	0.7547	NPC476191
Intermediate Similarity	0.7545	NPC179170
Intermediate Similarity	0.7533	NPC178382
Intermediate Similarity	0.7531	NPC290404
Intermediate Similarity	0.7531	NPC308006
Intermediate Similarity	0.7527	NPC97086
Intermediate Similarity	0.7527	NPC67346
Intermediate Similarity	0.7514	NPC115906
Intermediate Similarity	0.75	NPC284842
Intermediate Similarity	0.75	NPC474737
Intermediate Similarity	0.75	NPC478163
Intermediate Similarity	0.7486	NPC308267
Intermediate Similarity	0.7484	NPC239134
Intermediate Similarity	0.7483	NPC206007
Intermediate Similarity	0.7473	NPC311781
Intermediate Similarity	0.7468	NPC278832
Intermediate Similarity	0.7468	NPC64157
Intermediate Similarity	0.7458	NPC99723
Intermediate Similarity	0.7456	NPC221992
Intermediate Similarity	0.7455	NPC474107
Intermediate Similarity	0.7452	NPC1249
Intermediate Similarity	0.7452	NPC274876
Intermediate Similarity	0.745	NPC97566
Intermediate Similarity	0.744	NPC290927
Intermediate Similarity	0.7439	NPC71821
Intermediate Similarity	0.7439	NPC39361
Intermediate Similarity	0.7433	NPC43069
Intermediate Similarity	0.7433	NPC140577
Intermediate Similarity	0.7433	NPC232533
Intermediate Similarity	0.7412	NPC299094
Intermediate Similarity	0.7412	NPC10051
Intermediate Similarity	0.7405	NPC217914
Intermediate Similarity	0.7403	NPC50583
Intermediate Similarity	0.7399	NPC308156
Intermediate Similarity	0.7396	NPC478161
Intermediate Similarity	0.7396	NPC478159
Intermediate Similarity	0.7394	NPC211296
Intermediate Similarity	0.7391	NPC473499
Intermediate Similarity	0.7386	NPC141059
Intermediate Similarity	0.7386	NPC177925
Intermediate Similarity	0.7386	NPC474264
Intermediate Similarity	0.7378	NPC233763
Intermediate Similarity	0.7375	NPC62735
Intermediate Similarity	0.7372	NPC301717
Intermediate Similarity	0.7371	NPC472660
Intermediate Similarity	0.7368	NPC56332
Intermediate Similarity	0.7368	NPC473885
Intermediate Similarity	0.7368	NPC471074
Intermediate Similarity	0.7365	NPC472406
Intermediate Similarity	0.7358	NPC471316
Intermediate Similarity	0.7356	NPC86469
Intermediate Similarity	0.7351	NPC163867
Intermediate Similarity	0.7349	NPC472839
Intermediate Similarity	0.7349	NPC192069
Intermediate Similarity	0.7347	NPC79202
Intermediate Similarity	0.7347	NPC59035
Intermediate Similarity	0.7345	NPC35680
Intermediate Similarity	0.734	NPC243483
Intermediate Similarity	0.7338	NPC327527
Intermediate Similarity	0.7338	NPC476917
Intermediate Similarity	0.7337	NPC25351
Intermediate Similarity	0.7337	NPC88958
Intermediate Similarity	0.7329	NPC112757
Intermediate Similarity	0.7329	NPC470407
Intermediate Similarity	0.7325	NPC293253
Intermediate Similarity	0.7325	NPC266425
Intermediate Similarity	0.732	NPC470858
Intermediate Similarity	0.732	NPC83301
Intermediate Similarity	0.7317	NPC300603
Intermediate Similarity	0.7317	NPC91694
Intermediate Similarity	0.7317	NPC472836
Intermediate Similarity	0.7314	NPC291742
Intermediate Similarity	0.7314	NPC255787
Intermediate Similarity	0.731	NPC96342
Intermediate Similarity	0.731	NPC212967
Intermediate Similarity	0.731	NPC164110
Intermediate Similarity	0.731	NPC246647
Intermediate Similarity	0.7308	NPC475092
Intermediate Similarity	0.7305	NPC212257
Intermediate Similarity	0.7305	NPC228842
Intermediate Similarity	0.7303	NPC118853
Intermediate Similarity	0.7303	NPC121400
Intermediate Similarity	0.7301	NPC69755
Intermediate Similarity	0.7296	NPC88065
Intermediate Similarity	0.7296	NPC95485
Intermediate Similarity	0.7296	NPC89504
Intermediate Similarity	0.7289	NPC77903
Intermediate Similarity	0.7289	NPC219162
Intermediate Similarity	0.7289	NPC17101
Intermediate Similarity	0.7283	NPC24761
Intermediate Similarity	0.7278	NPC38361
Intermediate Similarity	0.7278	NPC27615
Intermediate Similarity	0.7278	NPC130015
Intermediate Similarity	0.7273	NPC473945
Intermediate Similarity	0.7267	NPC472877
Intermediate Similarity	0.7262	NPC58661
Intermediate Similarity	0.7261	NPC473982
Intermediate Similarity	0.7255	NPC75432
Intermediate Similarity	0.7251	NPC180924
Intermediate Similarity	0.7251	NPC213401
Intermediate Similarity	0.7251	NPC7059
Intermediate Similarity	0.725	NPC163029
Intermediate Similarity	0.725	NPC471670
Intermediate Similarity	0.7246	NPC127827
Intermediate Similarity	0.7246	NPC68967
Intermediate Similarity	0.7246	NPC478189
Intermediate Similarity	0.7244	NPC476925
Intermediate Similarity	0.7239	NPC297322
Intermediate Similarity	0.7237	NPC16922
Intermediate Similarity	0.7235	NPC84721
Intermediate Similarity	0.7234	NPC268170
Intermediate Similarity	0.723	NPC316062
Intermediate Similarity	0.7226	NPC329707
Intermediate Similarity	0.7226	NPC298884
Intermediate Similarity	0.7225	NPC65784
Intermediate Similarity	0.7222	NPC1268
Intermediate Similarity	0.7219	NPC294511
Intermediate Similarity	0.7219	NPC121615
Intermediate Similarity	0.7219	NPC115869
Intermediate Similarity	0.7215	NPC474340
Intermediate Similarity	0.7213	NPC166979
Intermediate Similarity	0.7212	NPC189650
Intermediate Similarity	0.7212	NPC247221
Intermediate Similarity	0.7212	NPC56731
Intermediate Similarity	0.7212	NPC469642
Intermediate Similarity	0.7212	NPC17262
Intermediate Similarity	0.7209	NPC475780
Intermediate Similarity	0.7208	NPC74612
Intermediate Similarity	0.7202	NPC261322
Intermediate Similarity	0.7197	NPC477645
Intermediate Similarity	0.7197	NPC61788
Intermediate Similarity	0.7197	NPC245395
Intermediate Similarity	0.7195	NPC27220
Intermediate Similarity	0.7195	NPC86455
Intermediate Similarity	0.7195	NPC329493
Intermediate Similarity	0.7195	NPC137920
Intermediate Similarity	0.7195	NPC125134
Intermediate Similarity	0.7193	NPC148938
Intermediate Similarity	0.7193	NPC233776
Intermediate Similarity	0.719	NPC11799
Intermediate Similarity	0.719	NPC141252
Intermediate Similarity	0.719	NPC182646
Intermediate Similarity	0.7188	NPC46896
Intermediate Similarity	0.7188	NPC157958
Intermediate Similarity	0.7186	NPC470088
Intermediate Similarity	0.7186	NPC113428
Intermediate Similarity	0.7186	NPC198427

Drug Structure

NPD5616 OpenBabel08211708292D 26 29 0 0 1 0 0 0 0 0999 V2000 -3.6720 3.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.7342 2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.2701 4.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.1361 0.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4041 3.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.2701 1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.1361 3.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.0021 1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2079 2.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6581 2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9400 2.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4013 0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8060 2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9945 -0.1045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0739 1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5380 2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0739 2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6581 1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4041 2.9781 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -6.2701 2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.1361 2.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.0021 2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2079 0.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6720 2.9781 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -8.8682 2.9781 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 24 1 0 0 0 0 2 25 1 0 0 0 0 3 5 1 0 0 0 0 3 7 1 0 0 0 0 4 6 2 0 0 0 0 4 8 1 0 0 0 0 5 19 1 0 0 0 0 6 20 1 0 0 0 0 7 21 1 0 0 0 0 8 22 2 0 0 0 0 9 10 2 0 0 0 0 9 17 1 0 0 0 0 10 18 1 0 0 0 0 11 13 1 0 0 0 0 11 17 1 0 0 0 0 12 14 2 0 0 0 0 12 18 1 0 0 0 0 13 24 1 0 0 0 0 14 26 1 0 0 0 0 15 17 2 0 0 0 0 15 23 1 0 0 0 0 16 24 1 0 0 0 0 18 23 2 0 0 0 0 19 16 1 1 0 0 0 19 20 1 0 0 0 0 20 21 2 0 0 0 0 21 22 1 0 0 0 0 22 25 1 0 0 0 0 23 26 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC004664
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9928332
ChEBI
CAS Number

Drug Properties

Molecular Weight	349.20
ALogP	-0.0877
MLogP	3.66
XLogP	5.584
HDA	1
HBD	0
Rotatable Bonds	8
TPSA	25.61
RO5 Violation	1