NPASS drugs

Drug Information

Drug ID:	NPD5575
Drug Name:
Molecular Formula:	C23H26N2O
Canonical SMILES:	Oc1ccc2c(c1)c(CCCCN1CCC(=CC1)c1ccccc1)c[nH]2
Standard InCHI:	InChI=1S/C23H26N2O/c26-21-9-10-23-22(16-21)20(17-24-23)8-4-5-13-25-14-11-19(12-15-25)18-6-2-1-3-7-18/h1-3,6-7,9-11,16-17,24,26H,4-5,8,12-15H2
Standard InCHIKey:	HGEYJZMMUGWEOT-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5575

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	436
0.1-0.2	2800
0.2-0.3	9694
0.3-0.4	8707
0.4-0.5	5636
0.5-0.6	1884
0.6-0.7	1035
0.7-0.8	595
0.8-0.85	73
0.85-0.9	22
0.9-0.95	6
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	0.9598	NPC99666
High Similarity	0.9535	NPC171171
High Similarity	0.9474	NPC220765
High Similarity	0.9419	NPC204717
High Similarity	0.9364	NPC314002
High Similarity	0.9274	NPC77555
High Similarity	0.924	NPC184964
High Similarity	0.913	NPC475070
High Similarity	0.8956	NPC156704
High Similarity	0.8827	NPC46580
High Similarity	0.8791	NPC307963
High Similarity	0.8789	NPC5145
High Similarity	0.8785	NPC92111
High Similarity	0.8778	NPC32771
High Similarity	0.8736	NPC324149
High Similarity	0.8729	NPC76748
High Similarity	0.871	NPC315491
High Similarity	0.871	NPC45459
High Similarity	0.8696	NPC242209
High Similarity	0.8674	NPC296527
High Similarity	0.8653	NPC477610
High Similarity	0.8653	NPC266931
High Similarity	0.8644	NPC88363
High Similarity	0.8639	NPC476116
High Similarity	0.8615	NPC304926
High Similarity	0.8615	NPC476041
High Similarity	0.861	NPC213308
High Similarity	0.8595	NPC251090
High Similarity	0.8563	NPC63751
High Similarity	0.8541	NPC326634
Intermediate Similarity	0.8495	NPC222018
Intermediate Similarity	0.8488	NPC131718
Intermediate Similarity	0.8483	NPC96890
Intermediate Similarity	0.8477	NPC477609
Intermediate Similarity	0.847	NPC128751
Intermediate Similarity	0.847	NPC246700
Intermediate Similarity	0.8436	NPC72980
Intermediate Similarity	0.8424	NPC106833
Intermediate Similarity	0.8424	NPC469497
Intermediate Similarity	0.8421	NPC211813
Intermediate Similarity	0.8413	NPC249040
Intermediate Similarity	0.8404	NPC192315
Intermediate Similarity	0.836	NPC476167
Intermediate Similarity	0.8342	NPC276517
Intermediate Similarity	0.8342	NPC88008
Intermediate Similarity	0.8316	NPC176538
Intermediate Similarity	0.8315	NPC474409
Intermediate Similarity	0.83	NPC276657
Intermediate Similarity	0.8297	NPC176127
Intermediate Similarity	0.8295	NPC474561
Intermediate Similarity	0.8295	NPC49954
Intermediate Similarity	0.829	NPC477113
Intermediate Similarity	0.8289	NPC106937
Intermediate Similarity	0.8286	NPC102423
Intermediate Similarity	0.8278	NPC59269
Intermediate Similarity	0.8276	NPC279918
Intermediate Similarity	0.8267	NPC130570
Intermediate Similarity	0.8265	NPC208284
Intermediate Similarity	0.8238	NPC470500
Intermediate Similarity	0.8238	NPC285558
Intermediate Similarity	0.8229	NPC282231
Intermediate Similarity	0.8223	NPC316981
Intermediate Similarity	0.8207	NPC15102
Intermediate Similarity	0.8205	NPC171787
Intermediate Similarity	0.8205	NPC477111
Intermediate Similarity	0.8195	NPC477608
Intermediate Similarity	0.8195	NPC477607
Intermediate Similarity	0.8158	NPC153042
Intermediate Similarity	0.8146	NPC6215
Intermediate Similarity	0.8135	NPC470678
Intermediate Similarity	0.8131	NPC219087
Intermediate Similarity	0.8114	NPC230869
Intermediate Similarity	0.8112	NPC476465
Intermediate Similarity	0.8111	NPC313791
Intermediate Similarity	0.8108	NPC94943
Intermediate Similarity	0.8093	NPC223427
Intermediate Similarity	0.8092	NPC469786
Intermediate Similarity	0.8092	NPC73952
Intermediate Similarity	0.8092	NPC469765
Intermediate Similarity	0.8092	NPC259644
Intermediate Similarity	0.8092	NPC469760
Intermediate Similarity	0.8092	NPC25008
Intermediate Similarity	0.8092	NPC469763
Intermediate Similarity	0.809	NPC54988
Intermediate Similarity	0.8079	NPC194640
Intermediate Similarity	0.8054	NPC190007
Intermediate Similarity	0.8048	NPC477549
Intermediate Similarity	0.8046	NPC212376
Intermediate Similarity	0.8046	NPC75540
Intermediate Similarity	0.8046	NPC80597
Intermediate Similarity	0.8046	NPC211572
Intermediate Similarity	0.8046	NPC70922
Intermediate Similarity	0.804	NPC128084
Intermediate Similarity	0.803	NPC11464
Intermediate Similarity	0.802	NPC264285
Intermediate Similarity	0.8011	NPC92796
Intermediate Similarity	0.8011	NPC135141
Intermediate Similarity	0.801	NPC60006
Intermediate Similarity	0.801	NPC477110
Intermediate Similarity	0.8	NPC212535
Intermediate Similarity	0.8	NPC469785
Intermediate Similarity	0.8	NPC141353
Intermediate Similarity	0.8	NPC476098
Intermediate Similarity	0.799	NPC207686
Intermediate Similarity	0.7989	NPC160105
Intermediate Similarity	0.798	NPC213530
Intermediate Similarity	0.798	NPC193267
Intermediate Similarity	0.7978	NPC311276
Intermediate Similarity	0.7978	NPC248454
Intermediate Similarity	0.7977	NPC105818
Intermediate Similarity	0.7977	NPC24678
Intermediate Similarity	0.7962	NPC295228
Intermediate Similarity	0.7961	NPC245348
Intermediate Similarity	0.7955	NPC469762
Intermediate Similarity	0.7953	NPC159856
Intermediate Similarity	0.7938	NPC329793
Intermediate Similarity	0.7937	NPC95783
Intermediate Similarity	0.7935	NPC42979
Intermediate Similarity	0.7923	NPC224764
Intermediate Similarity	0.7921	NPC469928
Intermediate Similarity	0.7919	NPC476124
Intermediate Similarity	0.7919	NPC476121
Intermediate Similarity	0.7917	NPC13880
Intermediate Similarity	0.7908	NPC475774
Intermediate Similarity	0.7908	NPC200836
Intermediate Similarity	0.7908	NPC53144
Intermediate Similarity	0.7906	NPC329541
Intermediate Similarity	0.7903	NPC48938
Intermediate Similarity	0.7902	NPC473317
Intermediate Similarity	0.7901	NPC194411
Intermediate Similarity	0.7901	NPC473764
Intermediate Similarity	0.7901	NPC314940
Intermediate Similarity	0.7895	NPC326363
Intermediate Similarity	0.7892	NPC74360
Intermediate Similarity	0.7889	NPC80596
Intermediate Similarity	0.7882	NPC469727
Intermediate Similarity	0.788	NPC151939
Intermediate Similarity	0.7879	NPC270918
Intermediate Similarity	0.7864	NPC280272
Intermediate Similarity	0.7849	NPC314372
Intermediate Similarity	0.7845	NPC201700
Intermediate Similarity	0.784	NPC15801
Intermediate Similarity	0.7838	NPC215795
Intermediate Similarity	0.7838	NPC176199
Intermediate Similarity	0.7837	NPC319232
Intermediate Similarity	0.7837	NPC24370
Intermediate Similarity	0.7833	NPC471178
Intermediate Similarity	0.7814	NPC314603
Intermediate Similarity	0.7807	NPC163055
Intermediate Similarity	0.7806	NPC232727
Intermediate Similarity	0.7804	NPC41679
Intermediate Similarity	0.7799	NPC470126
Intermediate Similarity	0.7796	NPC300688
Intermediate Similarity	0.7789	NPC193777
Intermediate Similarity	0.7788	NPC125597
Intermediate Similarity	0.7784	NPC74153
Intermediate Similarity	0.7783	NPC470549
Intermediate Similarity	0.7778	NPC16352
Intermediate Similarity	0.7773	NPC476451
Intermediate Similarity	0.7772	NPC48353
Intermediate Similarity	0.7772	NPC37423
Intermediate Similarity	0.7772	NPC275305
Intermediate Similarity	0.7766	NPC199277
Intermediate Similarity	0.7766	NPC135887
Intermediate Similarity	0.7766	NPC84478
Intermediate Similarity	0.7761	NPC167860
Intermediate Similarity	0.7761	NPC123976
Intermediate Similarity	0.7757	NPC184225
Intermediate Similarity	0.775	NPC18348
Intermediate Similarity	0.775	NPC82548
Intermediate Similarity	0.7746	NPC325976
Intermediate Similarity	0.7745	NPC170114
Intermediate Similarity	0.7744	NPC306376
Intermediate Similarity	0.7739	NPC175602
Intermediate Similarity	0.7734	NPC478074
Intermediate Similarity	0.7733	NPC190296
Intermediate Similarity	0.7731	NPC81175
Intermediate Similarity	0.7727	NPC476138
Intermediate Similarity	0.7727	NPC245816
Intermediate Similarity	0.7723	NPC246518
Intermediate Similarity	0.7722	NPC124542
Intermediate Similarity	0.7722	NPC59779
Intermediate Similarity	0.7722	NPC471177
Intermediate Similarity	0.7711	NPC61038
Intermediate Similarity	0.7707	NPC27041
Intermediate Similarity	0.77	NPC183777
Intermediate Similarity	0.7697	NPC285469
Intermediate Similarity	0.7696	NPC39092
Intermediate Similarity	0.7692	NPC243834
Intermediate Similarity	0.7692	NPC70956
Intermediate Similarity	0.7692	NPC227582
Intermediate Similarity	0.7688	NPC329708
Intermediate Similarity	0.7688	NPC47059
Intermediate Similarity	0.7688	NPC264166
Intermediate Similarity	0.7688	NPC274291
Intermediate Similarity	0.7688	NPC165349
Intermediate Similarity	0.7688	NPC68354
Intermediate Similarity	0.7688	NPC118832
Intermediate Similarity	0.7681	NPC132642
Intermediate Similarity	0.768	NPC40779

Drug Structure

NPD5575 OpenBabel08211708292D 28 31 0 0 0 0 0 0 0 0999 V2000 6.4282 1.4612 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4282 0.4612 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5622 1.9612 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3660 -3.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2321 -2.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5622 -0.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6962 1.4612 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 -2.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6473 0.5352 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6691 0.7431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8301 -1.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9641 0.4612 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2321 -1.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9641 -1.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0981 -0.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2872 -1.1590 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3090 -0.9511 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6962 0.4612 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8301 -0.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 -1.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9563 -0.4158 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3090 -0.9511 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.0981 -1.0388 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.9344 -0.6237 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.5878 0.8090 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.6036 0.1194 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 6 1 0 0 0 0 3 7 2 0 0 0 0 4 5 1 0 0 0 0 4 8 1 0 0 0 0 5 13 1 0 0 0 0 6 18 2 0 0 0 0 7 18 1 0 0 0 0 8 20 1 0 0 0 0 9 10 2 0 0 0 0 9 21 1 0 0 0 0 10 23 1 0 0 0 0 11 14 1 0 0 0 0 11 19 2 0 0 0 0 12 15 1 0 0 0 0 12 19 1 0 0 0 0 13 25 1 0 0 0 0 14 25 1 0 0 0 0 15 25 1 0 0 0 0 16 21 2 0 0 0 0 16 22 1 0 0 0 0 17 20 2 0 0 0 0 17 24 1 0 0 0 0 18 19 1 0 0 0 0 20 22 1 0 0 0 0 21 26 1 0 0 0 0 22 23 2 0 0 0 0 23 24 1 0 0 0 0 24 27 1 0 0 0 0 26 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC012867
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	219050
ChEBI
CAS Number

Drug Properties

Molecular Weight	346.20
ALogP	-0.8185
MLogP	3.66
XLogP	5.67
HDA	2
HBD	2
Rotatable Bonds	7
TPSA	39.26
RO5 Violation	1