NPASS drugs

Drug Information

Drug ID:	NPD6365
Drug Name:
Molecular Formula:	C25H34N2O3
Canonical SMILES:	CCC(OCC(N1CCCC1)CN(c1ccc2c(c1)OCO2)Cc1ccccc1)C
Standard InCHI:	InChI=1S/C25H34N2O3/c1-3-20(2)28-18-23(26-13-7-8-14-26)17-27(16-21-9-5-4-6-10-21)22-11-12-24-25(15-22)30-19-29-24/h4-6,9-12,15,20,23H,3,7-8,13-14,16-19H2,1-2H3
Standard InCHIKey:	ZOLZLONOVWCZEV-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6365

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	254
0.1-0.2	1650
0.2-0.3	9191
0.3-0.4	3897
0.4-0.5	10500
0.5-0.6	4363
0.6-0.7	965
0.7-0.8	70
0.8-0.85	0
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	0.7733	NPC24954
Intermediate Similarity	0.7529	NPC70172
Intermediate Similarity	0.7442	NPC78733
Intermediate Similarity	0.7405	NPC477186
Intermediate Similarity	0.7376	NPC46259
Intermediate Similarity	0.736	NPC82541
Intermediate Similarity	0.7348	NPC287152
Intermediate Similarity	0.7345	NPC247972
Intermediate Similarity	0.734	NPC302001
Intermediate Similarity	0.7308	NPC287588
Intermediate Similarity	0.7294	NPC475959
Intermediate Similarity	0.7292	NPC127178
Intermediate Similarity	0.7283	NPC179704
Intermediate Similarity	0.7255	NPC148124
Intermediate Similarity	0.7243	NPC249405
Intermediate Similarity	0.7241	NPC93593
Intermediate Similarity	0.7238	NPC65403
Intermediate Similarity	0.7225	NPC233029
Intermediate Similarity	0.7225	NPC210148
Intermediate Similarity	0.7225	NPC148898
Intermediate Similarity	0.7222	NPC266176
Intermediate Similarity	0.7222	NPC82533
Intermediate Similarity	0.7222	NPC290759
Intermediate Similarity	0.7222	NPC158148
Intermediate Similarity	0.7216	NPC477080
Intermediate Similarity	0.7216	NPC315498
Intermediate Similarity	0.7216	NPC230942
Intermediate Similarity	0.7213	NPC5167
Intermediate Similarity	0.7206	NPC99724
Intermediate Similarity	0.72	NPC31311
Intermediate Similarity	0.72	NPC234392
Intermediate Similarity	0.7198	NPC248903
Intermediate Similarity	0.7175	NPC215829
Intermediate Similarity	0.7175	NPC97072
Intermediate Similarity	0.715	NPC26928
Intermediate Similarity	0.715	NPC127996
Intermediate Similarity	0.7143	NPC216459
Intermediate Similarity	0.7143	NPC41178
Intermediate Similarity	0.7143	NPC470739
Intermediate Similarity	0.7143	NPC475147
Intermediate Similarity	0.7143	NPC477640
Intermediate Similarity	0.7143	NPC138487
Intermediate Similarity	0.7143	NPC225597
Intermediate Similarity	0.7127	NPC475686
Intermediate Similarity	0.7127	NPC58766
Intermediate Similarity	0.712	NPC474470
Intermediate Similarity	0.7102	NPC146288
Intermediate Similarity	0.7101	NPC231924
Intermediate Similarity	0.7095	NPC218614
Intermediate Similarity	0.7094	NPC195636
Intermediate Similarity	0.709	NPC312531
Intermediate Similarity	0.7088	NPC311991
Intermediate Similarity	0.7088	NPC474475
Intermediate Similarity	0.7085	NPC168250
Intermediate Similarity	0.7085	NPC475133
Intermediate Similarity	0.7083	NPC162653
Intermediate Similarity	0.7081	NPC172403
Intermediate Similarity	0.7072	NPC57812
Intermediate Similarity	0.7072	NPC474324
Intermediate Similarity	0.7072	NPC85482
Intermediate Similarity	0.7072	NPC100566
Intermediate Similarity	0.7065	NPC159815
Intermediate Similarity	0.7047	NPC161804
Intermediate Similarity	0.7033	NPC475845
Intermediate Similarity	0.7027	NPC85613
Intermediate Similarity	0.7011	NPC2314
Intermediate Similarity	0.7005	NPC473460
Intermediate Similarity	0.7	NPC469589
Intermediate Similarity	0.7	NPC474904
Intermediate Similarity	0.7	NPC320104
Remote Similarity	0.6995	NPC75958
Remote Similarity	0.6995	NPC474708
Remote Similarity	0.699	NPC476069
Remote Similarity	0.6989	NPC118633
Remote Similarity	0.6989	NPC148693
Remote Similarity	0.6989	NPC294790
Remote Similarity	0.6989	NPC15919
Remote Similarity	0.6978	NPC252960
Remote Similarity	0.697	NPC268077
Remote Similarity	0.6968	NPC102760
Remote Similarity	0.6959	NPC272706
Remote Similarity	0.6959	NPC472191
Remote Similarity	0.6952	NPC244554
Remote Similarity	0.6949	NPC76079
Remote Similarity	0.6946	NPC416184
Remote Similarity	0.6946	NPC7018
Remote Similarity	0.6942	NPC108826
Remote Similarity	0.6923	NPC314682
Remote Similarity	0.6923	NPC193906
Remote Similarity	0.6923	NPC23080
Remote Similarity	0.6923	NPC476002
Remote Similarity	0.6923	NPC71124
Remote Similarity	0.6919	NPC207971
Remote Similarity	0.6919	NPC285941
Remote Similarity	0.6914	NPC223125
Remote Similarity	0.6897	NPC10732
Remote Similarity	0.6897	NPC119722
Remote Similarity	0.6895	NPC21425
Remote Similarity	0.6893	NPC87560
Remote Similarity	0.6893	NPC195120
Remote Similarity	0.6889	NPC160298
Remote Similarity	0.6889	NPC306902
Remote Similarity	0.6889	NPC266753
Remote Similarity	0.6889	NPC232924
Remote Similarity	0.6889	NPC477559
Remote Similarity	0.6886	NPC11147
Remote Similarity	0.6885	NPC190332
Remote Similarity	0.6885	NPC181653
Remote Similarity	0.6885	NPC310894
Remote Similarity	0.6882	NPC187678
Remote Similarity	0.6882	NPC304675
Remote Similarity	0.6882	NPC328750
Remote Similarity	0.6882	NPC213206
Remote Similarity	0.6882	NPC474915
Remote Similarity	0.6882	NPC188163
Remote Similarity	0.6868	NPC238530
Remote Similarity	0.6868	NPC232514
Remote Similarity	0.6868	NPC276944
Remote Similarity	0.6868	NPC231198
Remote Similarity	0.6866	NPC329329
Remote Similarity	0.6866	NPC317709
Remote Similarity	0.6857	NPC19175
Remote Similarity	0.6856	NPC243626
Remote Similarity	0.6845	NPC237044
Remote Similarity	0.6839	NPC473004
Remote Similarity	0.6836	NPC223124
Remote Similarity	0.6833	NPC111485
Remote Similarity	0.6832	NPC471561
Remote Similarity	0.6827	NPC318525
Remote Similarity	0.6827	NPC10653
Remote Similarity	0.6821	NPC130926
Remote Similarity	0.6818	NPC295676
Remote Similarity	0.6809	NPC474325
Remote Similarity	0.6807	NPC118419
Remote Similarity	0.6806	NPC9867
Remote Similarity	0.6804	NPC254957
Remote Similarity	0.6802	NPC5374
Remote Similarity	0.68	NPC473422
Remote Similarity	0.6798	NPC315257
Remote Similarity	0.6798	NPC269449
Remote Similarity	0.6793	NPC210918
Remote Similarity	0.6788	NPC22476
Remote Similarity	0.678	NPC469592
Remote Similarity	0.678	NPC471080
Remote Similarity	0.6776	NPC225774
Remote Similarity	0.6772	NPC474745
Remote Similarity	0.6772	NPC126284
Remote Similarity	0.6772	NPC267408
Remote Similarity	0.6768	NPC67904
Remote Similarity	0.6768	NPC138830
Remote Similarity	0.6759	NPC476220
Remote Similarity	0.6759	NPC160113
Remote Similarity	0.6758	NPC299582
Remote Similarity	0.6757	NPC477185
Remote Similarity	0.6754	NPC156576
Remote Similarity	0.6754	NPC204385
Remote Similarity	0.6753	NPC79213
Remote Similarity	0.6746	NPC157983
Remote Similarity	0.6746	NPC118154
Remote Similarity	0.6743	NPC16107
Remote Similarity	0.6743	NPC476144
Remote Similarity	0.6743	NPC106295
Remote Similarity	0.6743	NPC51957
Remote Similarity	0.6743	NPC210437
Remote Similarity	0.674	NPC85651
Remote Similarity	0.6739	NPC476432
Remote Similarity	0.6739	NPC24264
Remote Similarity	0.6739	NPC219341
Remote Similarity	0.6738	NPC477187
Remote Similarity	0.6736	NPC237579
Remote Similarity	0.6736	NPC474059
Remote Similarity	0.6724	NPC185838
Remote Similarity	0.6722	NPC147091
Remote Similarity	0.6721	NPC233650
Remote Similarity	0.672	NPC190461
Remote Similarity	0.6717	NPC212163
Remote Similarity	0.6716	NPC244606
Remote Similarity	0.6716	NPC156728
Remote Similarity	0.6714	NPC128476
Remote Similarity	0.6705	NPC136860
Remote Similarity	0.6705	NPC7467
Remote Similarity	0.6705	NPC476567
Remote Similarity	0.6705	NPC128019
Remote Similarity	0.6704	NPC292003
Remote Similarity	0.6703	NPC165797
Remote Similarity	0.6703	NPC471604
Remote Similarity	0.6703	NPC298979
Remote Similarity	0.6703	NPC258773
Remote Similarity	0.6703	NPC247389
Remote Similarity	0.6702	NPC275132
Remote Similarity	0.6702	NPC248642
Remote Similarity	0.6702	NPC473007
Remote Similarity	0.6702	NPC73492
Remote Similarity	0.6702	NPC299990
Remote Similarity	0.6699	NPC288110
Remote Similarity	0.6685	NPC134858
Remote Similarity	0.6685	NPC16805
Remote Similarity	0.6685	NPC302527
Remote Similarity	0.6685	NPC167546
Remote Similarity	0.6684	NPC230313

Drug Structure

NPD6365 OpenBabel08211709092D 30 33 0 0 1 0 0 0 0 0999 V2000 8.7453 1.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0132 2.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.8793 1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 -2.6910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8171 -3.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 -1.6910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7812 -2.7298 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7812 -2.7298 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6831 -2.6910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8171 -1.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6831 1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8171 1.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4722 -1.7788 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0902 -1.7788 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8171 -0.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5491 -1.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4152 0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1472 0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5878 0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0132 1.8090 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 2.6831 -1.6910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6831 0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2812 -0.1910 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.9511 1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2812 -1.1910 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.5491 -0.1910 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.1472 1.3090 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.6180 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 3 1 0 0 0 0 2 20 1 0 0 0 0 3 20 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 9 1 0 0 0 0 6 10 2 0 0 0 0 7 8 1 0 0 0 0 7 13 1 0 0 0 0 8 14 1 0 0 0 0 9 21 2 0 0 0 0 10 21 1 0 0 0 0 11 12 2 0 0 0 0 11 22 1 0 0 0 0 12 24 1 0 0 0 0 13 26 1 0 0 0 0 14 26 1 0 0 0 0 15 22 2 0 0 0 0 15 25 1 0 0 0 0 16 21 1 0 0 0 0 16 27 1 0 0 0 0 17 23 1 0 0 0 0 17 27 1 0 0 0 0 18 23 1 0 0 0 0 18 28 1 0 0 0 0 19 29 1 0 0 0 0 19 30 1 0 0 0 0 20 28 1 0 0 0 0 22 27 1 0 0 0 0 23 26 1 0 0 0 0 24 25 2 0 0 0 0 24 29 1 0 0 0 0 25 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB012718
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	6438764
ChEBI
CAS Number

Drug Properties

Molecular Weight	410.26
ALogP	-1.2346
MLogP	3.66
XLogP	5.789
HDA	3
HBD	0
Rotatable Bonds	12
TPSA	34.17
RO5 Violation	1