NPASS drugs

Drug Information

Drug ID:	NPD6592
Drug Name:
Molecular Formula:	C26H30N4O2
Canonical SMILES:	OC1=Nc2c(CC1)ccc(n2)OCCCCN1CCN(CC1)c1cccc2c1cccc2
Standard InCHI:	InChI=1S/C26H30N4O2/c31-24-12-10-21-11-13-25(28-26(21)27-24)32-19-4-3-14-29-15-17-30(18-16-29)23-9-5-7-20-6-1-2-8-22(20)23/h1-2,5-9,11,13H,3-4,10,12,14-19H2,(H,27,28,31)
Standard InCHIKey:	QGNOXTFZOLDODX-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6592

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	405
0.1-0.2	2632
0.2-0.3	9889
0.3-0.4	4847
0.4-0.5	9594
0.5-0.6	2658
0.6-0.7	819
0.7-0.8	46
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	0.7561	NPC472111
Intermediate Similarity	0.732	NPC283152
Intermediate Similarity	0.7286	NPC469589
Intermediate Similarity	0.7281	NPC280272
Intermediate Similarity	0.7273	NPC26850
Intermediate Similarity	0.7251	NPC290689
Intermediate Similarity	0.7184	NPC476582
Intermediate Similarity	0.7184	NPC4071
Intermediate Similarity	0.7184	NPC476578
Intermediate Similarity	0.7179	NPC288943
Intermediate Similarity	0.7177	NPC118832
Intermediate Similarity	0.7177	NPC329708
Intermediate Similarity	0.7177	NPC165349
Intermediate Similarity	0.7177	NPC264166
Intermediate Similarity	0.7177	NPC274291
Intermediate Similarity	0.7177	NPC47059
Intermediate Similarity	0.7156	NPC470931
Intermediate Similarity	0.715	NPC469592
Intermediate Similarity	0.715	NPC471080
Intermediate Similarity	0.7129	NPC469440
Intermediate Similarity	0.7114	NPC66083
Intermediate Similarity	0.7112	NPC26872
Intermediate Similarity	0.7103	NPC202605
Intermediate Similarity	0.7103	NPC264176
Intermediate Similarity	0.7103	NPC112206
Intermediate Similarity	0.7095	NPC16452
Intermediate Similarity	0.7095	NPC36229
Intermediate Similarity	0.7095	NPC476581
Intermediate Similarity	0.7075	NPC475910
Intermediate Similarity	0.7068	NPC177404
Intermediate Similarity	0.7062	NPC474145
Intermediate Similarity	0.7062	NPC475841
Intermediate Similarity	0.7059	NPC133140
Intermediate Similarity	0.7059	NPC195268
Intermediate Similarity	0.7048	NPC223427
Intermediate Similarity	0.7041	NPC312872
Intermediate Similarity	0.7039	NPC472067
Intermediate Similarity	0.7039	NPC472066
Intermediate Similarity	0.7039	NPC472031
Intermediate Similarity	0.7035	NPC477891
Intermediate Similarity	0.7027	NPC2497
Intermediate Similarity	0.7026	NPC472068
Intermediate Similarity	0.7024	NPC279401
Intermediate Similarity	0.7024	NPC79293
Intermediate Similarity	0.7023	NPC472098
Intermediate Similarity	0.7018	NPC469594
Remote Similarity	0.6996	NPC470126
Remote Similarity	0.699	NPC208060
Remote Similarity	0.6986	NPC249040
Remote Similarity	0.6986	NPC11017
Remote Similarity	0.6986	NPC329793
Remote Similarity	0.6986	NPC193267
Remote Similarity	0.6986	NPC213530
Remote Similarity	0.6982	NPC473449
Remote Similarity	0.6976	NPC141915
Remote Similarity	0.6976	NPC280964
Remote Similarity	0.6976	NPC114335
Remote Similarity	0.697	NPC211997
Remote Similarity	0.6963	NPC476116
Remote Similarity	0.6957	NPC473053
Remote Similarity	0.6955	NPC128115
Remote Similarity	0.6952	NPC31930
Remote Similarity	0.695	NPC144114
Remote Similarity	0.6948	NPC313189
Remote Similarity	0.6944	NPC48353
Remote Similarity	0.6942	NPC289786
Remote Similarity	0.6941	NPC173080
Remote Similarity	0.6934	NPC285558
Remote Similarity	0.693	NPC295228
Remote Similarity	0.6927	NPC469390
Remote Similarity	0.692	NPC157931
Remote Similarity	0.6919	NPC134586
Remote Similarity	0.6916	NPC255800
Remote Similarity	0.6916	NPC96584
Remote Similarity	0.6916	NPC82548
Remote Similarity	0.6915	NPC176127
Remote Similarity	0.6912	NPC478074
Remote Similarity	0.6907	NPC471178
Remote Similarity	0.6905	NPC234197
Remote Similarity	0.6903	NPC201508
Remote Similarity	0.6898	NPC208284
Remote Similarity	0.6897	NPC61350
Remote Similarity	0.6884	NPC201697
Remote Similarity	0.6884	NPC174672
Remote Similarity	0.6881	NPC62069
Remote Similarity	0.6878	NPC472099
Remote Similarity	0.6875	NPC84508
Remote Similarity	0.6875	NPC132631
Remote Similarity	0.6875	NPC103687
Remote Similarity	0.6872	NPC470586
Remote Similarity	0.687	NPC30540
Remote Similarity	0.6869	NPC135549
Remote Similarity	0.6866	NPC202768
Remote Similarity	0.6866	NPC53069
Remote Similarity	0.6866	NPC296482
Remote Similarity	0.6864	NPC56271
Remote Similarity	0.6859	NPC315257
Remote Similarity	0.6857	NPC287437
Remote Similarity	0.6852	NPC167860
Remote Similarity	0.6852	NPC123976
Remote Similarity	0.685	NPC232340
Remote Similarity	0.6849	NPC152768
Remote Similarity	0.6849	NPC148183
Remote Similarity	0.6842	NPC329631
Remote Similarity	0.684	NPC291535
Remote Similarity	0.684	NPC295898
Remote Similarity	0.684	NPC475085
Remote Similarity	0.684	NPC475112
Remote Similarity	0.6837	NPC317430
Remote Similarity	0.6833	NPC17565
Remote Similarity	0.6832	NPC133306
Remote Similarity	0.6829	NPC110741
Remote Similarity	0.6825	NPC329747
Remote Similarity	0.6825	NPC315957
Remote Similarity	0.6825	NPC477019
Remote Similarity	0.6822	NPC476106
Remote Similarity	0.682	NPC242923
Remote Similarity	0.6818	NPC471294
Remote Similarity	0.6814	NPC253580
Remote Similarity	0.6814	NPC476997
Remote Similarity	0.6814	NPC252251
Remote Similarity	0.6814	NPC314954
Remote Similarity	0.6814	NPC471762
Remote Similarity	0.6811	NPC60553
Remote Similarity	0.681	NPC99891
Remote Similarity	0.681	NPC72211
Remote Similarity	0.6808	NPC475774
Remote Similarity	0.6806	NPC174758
Remote Similarity	0.68	NPC326575
Remote Similarity	0.6798	NPC84478
Remote Similarity	0.6791	NPC193777
Remote Similarity	0.6789	NPC96405
Remote Similarity	0.6789	NPC171409
Remote Similarity	0.6784	NPC476998
Remote Similarity	0.6784	NPC476996
Remote Similarity	0.6782	NPC206201
Remote Similarity	0.6782	NPC118776
Remote Similarity	0.678	NPC254762
Remote Similarity	0.6779	NPC307963
Remote Similarity	0.6769	NPC118511
Remote Similarity	0.6768	NPC476688
Remote Similarity	0.6768	NPC476686
Remote Similarity	0.6768	NPC105758
Remote Similarity	0.6762	NPC267928
Remote Similarity	0.6759	NPC287208
Remote Similarity	0.6758	NPC149471
Remote Similarity	0.6758	NPC271215
Remote Similarity	0.6758	NPC162530
Remote Similarity	0.6754	NPC477531
Remote Similarity	0.6753	NPC255229
Remote Similarity	0.6753	NPC81229
Remote Similarity	0.6751	NPC278874
Remote Similarity	0.675	NPC150048
Remote Similarity	0.675	NPC472122
Remote Similarity	0.675	NPC24594
Remote Similarity	0.675	NPC203754
Remote Similarity	0.6745	NPC176538
Remote Similarity	0.6744	NPC470164
Remote Similarity	0.6744	NPC323345
Remote Similarity	0.6742	NPC473513
Remote Similarity	0.674	NPC66777
Remote Similarity	0.674	NPC476994
Remote Similarity	0.6733	NPC187827
Remote Similarity	0.6733	NPC472105
Remote Similarity	0.6732	NPC204385
Remote Similarity	0.6729	NPC162484
Remote Similarity	0.6726	NPC477533
Remote Similarity	0.6726	NPC132642
Remote Similarity	0.6718	NPC59779
Remote Similarity	0.6718	NPC224632
Remote Similarity	0.6718	NPC124542
Remote Similarity	0.6718	NPC471177
Remote Similarity	0.6717	NPC126481
Remote Similarity	0.6714	NPC251090
Remote Similarity	0.6714	NPC70259
Remote Similarity	0.6712	NPC251160
Remote Similarity	0.6712	NPC473822
Remote Similarity	0.6712	NPC204446
Remote Similarity	0.6711	NPC209174
Remote Similarity	0.6711	NPC65277
Remote Similarity	0.67	NPC219963
Remote Similarity	0.6698	NPC164374
Remote Similarity	0.6698	NPC137929
Remote Similarity	0.6697	NPC470020
Remote Similarity	0.6697	NPC471304
Remote Similarity	0.6697	NPC188420
Remote Similarity	0.6696	NPC187145
Remote Similarity	0.6696	NPC477532
Remote Similarity	0.6696	NPC257851
Remote Similarity	0.6684	NPC288445
Remote Similarity	0.6684	NPC97367
Remote Similarity	0.6683	NPC158129
Remote Similarity	0.6683	NPC42591
Remote Similarity	0.6683	NPC121658
Remote Similarity	0.6683	NPC92111
Remote Similarity	0.6683	NPC14651
Remote Similarity	0.6682	NPC151781
Remote Similarity	0.6682	NPC74562
Remote Similarity	0.6682	NPC316181
Remote Similarity	0.6682	NPC70956

Drug Structure

NPD6592 OpenBabel08211710072D 33 37 0 0 0 0 0 0 0 0999 V2000 -7.7942 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 3.0000 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 -2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.5263 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.5263 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 0.0000 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 1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 C 0 0 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 -6.0622 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 0.5000 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 -8.6603 2.0000 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 -7.7942 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 0.5000 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 -0.0000 -1.0000 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 1.5000 0.0000 N 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 -5.1962 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 3.0000 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 2.5981 3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 6 1 0 0 0 0 2 8 1 0 0 0 0 3 4 1 0 0 0 0 3 14 1 0 0 0 0 4 19 1 0 0 0 0 5 7 2 0 0 0 0 5 9 1 0 0 0 0 6 20 2 0 0 0 0 7 20 1 0 0 0 0 8 22 2 0 0 0 0 9 23 2 0 0 0 0 10 12 1 0 0 0 0 10 21 1 0 0 0 0 11 13 2 0 0 0 0 11 21 1 0 0 0 0 12 24 1 0 0 0 0 13 25 1 0 0 0 0 14 29 1 0 0 0 0 15 17 1 0 0 0 0 15 29 1 0 0 0 0 16 18 1 0 0 0 0 16 29 1 0 0 0 0 17 30 1 0 0 0 0 18 30 1 0 0 0 0 19 32 1 0 0 0 0 20 22 1 0 0 0 0 21 26 2 0 0 0 0 22 23 1 0 0 0 0 23 30 1 0 0 0 0 24 27 2 0 0 0 0 24 31 1 0 0 0 0 25 28 2 0 0 0 0 25 32 1 0 0 0 0 26 27 1 0 0 0 0 26 28 1 0 0 0 0 31 33 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000595
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	11697676
ChEBI
CAS Number

Drug Properties

Molecular Weight	430.24
ALogP	-0.6185
MLogP	3.66
XLogP	5.553
HDA	5
HBD	1
Rotatable Bonds	8
TPSA	61.19
RO5 Violation	1