NPASS drugs

Drug Information

Drug ID:	NPD6208
Drug Name:	ICI-D-6888
Molecular Formula:	C25H25N5O
Canonical SMILES:	CCc1cc(OCc2ccc(cc2)c2ccccc2c2n[nH]nn2)c2c(n1)CCCC2
Standard InCHI:	InChI=1S/C25H25N5O/c1-2-19-15-24(22-9-5-6-10-23(22)26-19)31-16-17-11-13-18(14-12-17)20-7-3-4-8-21(20)25-27-29-30-28-25/h3-4,7-8,11-15H,2,5-6,9-10,16H2,1H3,(H,27,28,29,30)
Standard InCHIKey:	AWZMTWHHQXOWQR-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6208

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	514
0.1-0.2	2289
0.2-0.3	10294
0.3-0.4	4049
0.4-0.5	10686
0.5-0.6	2394
0.6-0.7	608
0.7-0.8	56
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	0.7802	NPC26850
Intermediate Similarity	0.7637	NPC26872
Intermediate Similarity	0.7538	NPC280964
Intermediate Similarity	0.7538	NPC114335
Intermediate Similarity	0.7538	NPC141915
Intermediate Similarity	0.7537	NPC11017
Intermediate Similarity	0.75	NPC267423
Intermediate Similarity	0.7391	NPC285558
Intermediate Similarity	0.7374	NPC204385
Intermediate Similarity	0.7371	NPC283152
Intermediate Similarity	0.7368	NPC470931
Intermediate Similarity	0.7358	NPC312872
Intermediate Similarity	0.7353	NPC72211
Intermediate Similarity	0.734	NPC70259
Intermediate Similarity	0.7302	NPC177404
Intermediate Similarity	0.7291	NPC205934
Intermediate Similarity	0.7291	NPC43787
Intermediate Similarity	0.7264	NPC208284
Intermediate Similarity	0.723	NPC473180
Intermediate Similarity	0.7225	NPC164374
Intermediate Similarity	0.7225	NPC137929
Intermediate Similarity	0.7198	NPC329747
Intermediate Similarity	0.7188	NPC180504
Intermediate Similarity	0.7186	NPC84478
Intermediate Similarity	0.7177	NPC162484
Intermediate Similarity	0.7177	NPC223427
Intermediate Similarity	0.7177	NPC469440
Intermediate Similarity	0.7172	NPC206201
Intermediate Similarity	0.717	NPC201697
Intermediate Similarity	0.717	NPC473181
Intermediate Similarity	0.7163	NPC476044
Intermediate Similarity	0.7143	NPC288943
Intermediate Similarity	0.7136	NPC167860
Intermediate Similarity	0.7136	NPC123976
Intermediate Similarity	0.7136	NPC199667
Intermediate Similarity	0.7136	NPC290689
Intermediate Similarity	0.7129	NPC291535
Intermediate Similarity	0.7129	NPC475085
Intermediate Similarity	0.7129	NPC475112
Intermediate Similarity	0.7109	NPC476106
Intermediate Similarity	0.7083	NPC118511
Intermediate Similarity	0.7079	NPC66083
Intermediate Similarity	0.7078	NPC477533
Intermediate Similarity	0.7073	NPC79293
Intermediate Similarity	0.7073	NPC279401
Intermediate Similarity	0.7059	NPC469390
Intermediate Similarity	0.7056	NPC56618
Intermediate Similarity	0.7053	NPC243834
Intermediate Similarity	0.7053	NPC70956
Intermediate Similarity	0.705	NPC176127
Intermediate Similarity	0.7045	NPC477532
Intermediate Similarity	0.7028	NPC472111
Intermediate Similarity	0.7024	NPC195268
Intermediate Similarity	0.7024	NPC133140
Intermediate Similarity	0.7009	NPC252251
Intermediate Similarity	0.7	NPC232727
Remote Similarity	0.6991	NPC48353
Remote Similarity	0.6985	NPC472168
Remote Similarity	0.6971	NPC267928
Remote Similarity	0.6963	NPC475910
Remote Similarity	0.6961	NPC242928
Remote Similarity	0.6957	NPC131017
Remote Similarity	0.6952	NPC329793
Remote Similarity	0.6952	NPC19872
Remote Similarity	0.6947	NPC477531
Remote Similarity	0.6946	NPC61350
Remote Similarity	0.6927	NPC471593
Remote Similarity	0.6923	NPC86078
Remote Similarity	0.6916	NPC193777
Remote Similarity	0.6915	NPC474798
Remote Similarity	0.6912	NPC264176
Remote Similarity	0.6912	NPC251160
Remote Similarity	0.6912	NPC94157
Remote Similarity	0.6905	NPC287437
Remote Similarity	0.6903	NPC209174
Remote Similarity	0.6901	NPC470930
Remote Similarity	0.6901	NPC476581
Remote Similarity	0.6901	NPC16452
Remote Similarity	0.6901	NPC36229
Remote Similarity	0.6897	NPC473189
Remote Similarity	0.6884	NPC476465
Remote Similarity	0.6878	NPC473179
Remote Similarity	0.6878	NPC193267
Remote Similarity	0.6878	NPC213530
Remote Similarity	0.6872	NPC176538
Remote Similarity	0.6872	NPC477019
Remote Similarity	0.6866	NPC168486
Remote Similarity	0.6866	NPC222592
Remote Similarity	0.6854	NPC475774
Remote Similarity	0.6852	NPC469589
Remote Similarity	0.6849	NPC235076
Remote Similarity	0.6849	NPC470549
Remote Similarity	0.6847	NPC62069
Remote Similarity	0.6845	NPC76748
Remote Similarity	0.6835	NPC53069
Remote Similarity	0.6835	NPC202768
Remote Similarity	0.6835	NPC296482
Remote Similarity	0.6833	NPC100079
Remote Similarity	0.6833	NPC23614
Remote Similarity	0.6832	NPC118776
Remote Similarity	0.6827	NPC475190
Remote Similarity	0.6825	NPC476578
Remote Similarity	0.6825	NPC476582
Remote Similarity	0.6825	NPC4071
Remote Similarity	0.682	NPC188420
Remote Similarity	0.6818	NPC170114
Remote Similarity	0.6812	NPC92111
Remote Similarity	0.6804	NPC478074
Remote Similarity	0.6804	NPC149471
Remote Similarity	0.6804	NPC469592
Remote Similarity	0.6804	NPC471080
Remote Similarity	0.6804	NPC271215
Remote Similarity	0.6798	NPC475253
Remote Similarity	0.6796	NPC296527
Remote Similarity	0.6792	NPC234197
Remote Similarity	0.6776	NPC476138
Remote Similarity	0.6776	NPC245816
Remote Similarity	0.6774	NPC174758
Remote Similarity	0.6771	NPC132642
Remote Similarity	0.677	NPC227908
Remote Similarity	0.677	NPC202503
Remote Similarity	0.6769	NPC469554
Remote Similarity	0.6768	NPC477888
Remote Similarity	0.6762	NPC194967
Remote Similarity	0.6762	NPC473053
Remote Similarity	0.6761	NPC31930
Remote Similarity	0.6759	NPC313189
Remote Similarity	0.6758	NPC472098
Remote Similarity	0.6758	NPC26679
Remote Similarity	0.6748	NPC473177
Remote Similarity	0.6746	NPC307963
Remote Similarity	0.6745	NPC128823
Remote Similarity	0.6743	NPC471304
Remote Similarity	0.6743	NPC470020
Remote Similarity	0.6743	NPC269367
Remote Similarity	0.6741	NPC198503
Remote Similarity	0.6739	NPC329631
Remote Similarity	0.6739	NPC96584
Remote Similarity	0.6739	NPC255800
Remote Similarity	0.6735	NPC159319
Remote Similarity	0.6732	NPC42591
Remote Similarity	0.6729	NPC295898
Remote Similarity	0.6729	NPC199277
Remote Similarity	0.6729	NPC135887
Remote Similarity	0.6728	NPC287208
Remote Similarity	0.6726	NPC46451
Remote Similarity	0.6715	NPC128751
Remote Similarity	0.6713	NPC470164
Remote Similarity	0.6713	NPC323345
Remote Similarity	0.6713	NPC304183
Remote Similarity	0.6711	NPC314954
Remote Similarity	0.6711	NPC315822
Remote Similarity	0.6711	NPC280272
Remote Similarity	0.6711	NPC471762
Remote Similarity	0.67	NPC471294
Remote Similarity	0.6697	NPC209769
Remote Similarity	0.6697	NPC174672
Remote Similarity	0.6696	NPC101543
Remote Similarity	0.6696	NPC472099
Remote Similarity	0.6684	NPC315214
Remote Similarity	0.6684	NPC47298
Remote Similarity	0.6683	NPC469497
Remote Similarity	0.6683	NPC106833
Remote Similarity	0.6682	NPC469594
Remote Similarity	0.6682	NPC249583
Remote Similarity	0.6682	NPC112206
Remote Similarity	0.6682	NPC470586
Remote Similarity	0.6682	NPC202605
Remote Similarity	0.6682	NPC13880
Remote Similarity	0.6682	NPC171409
Remote Similarity	0.6682	NPC96405
Remote Similarity	0.6682	NPC473041
Remote Similarity	0.6667	NPC47059
Remote Similarity	0.6667	NPC473182
Remote Similarity	0.6667	NPC264166
Remote Similarity	0.6667	NPC18487
Remote Similarity	0.6667	NPC280799
Remote Similarity	0.6667	NPC152768
Remote Similarity	0.6667	NPC274291
Remote Similarity	0.6667	NPC148183
Remote Similarity	0.6667	NPC144114
Remote Similarity	0.6667	NPC329708
Remote Similarity	0.6667	NPC118832
Remote Similarity	0.6667	NPC165349
Remote Similarity	0.6667	NPC289786
Remote Similarity	0.6667	NPC473185
Remote Similarity	0.6652	NPC473449
Remote Similarity	0.6652	NPC471615
Remote Similarity	0.6652	NPC476287
Remote Similarity	0.6652	NPC201508
Remote Similarity	0.6651	NPC82548
Remote Similarity	0.665	NPC94943
Remote Similarity	0.665	NPC32028
Remote Similarity	0.6638	NPC477066
Remote Similarity	0.6638	NPC476997
Remote Similarity	0.6637	NPC305984
Remote Similarity	0.6637	NPC118121
Remote Similarity	0.6635	NPC110741
Remote Similarity	0.6633	NPC285635
Remote Similarity	0.6622	NPC16066

Drug Structure

NPD6208 OpenBabel08211709092D 32 36 0 0 0 0 0 0 0 0999 V2000 -3.6135 8.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7475 7.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1808 1.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1808 0.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6135 3.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4795 3.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3147 2.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3147 0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7475 3.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4795 4.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7167 3.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1494 2.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5827 3.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7167 1.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8814 6.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0154 3.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1494 3.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5827 2.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7475 6.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4487 1.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4487 0.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7475 4.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6135 5.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8814 5.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5827 0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6135 6.3364 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.4781 -0.6581 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.6691 0.7431 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -0.8660 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 -1.0154 4.8364 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0933 -1.7796 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 19 1 0 0 0 0 3 4 2 0 0 0 0 3 7 1 0 0 0 0 4 8 1 0 0 0 0 5 6 1 0 0 0 0 5 9 1 0 0 0 0 6 10 1 0 0 0 0 7 20 2 0 0 0 0 8 21 2 0 0 0 0 9 22 1 0 0 0 0 10 23 1 0 0 0 0 11 13 1 0 0 0 0 11 17 2 0 0 0 0 12 14 2 0 0 0 0 12 17 1 0 0 0 0 13 18 2 0 0 0 0 14 18 1 0 0 0 0 15 19 1 0 0 0 0 15 24 2 0 0 0 0 16 17 1 0 0 0 0 16 31 1 0 0 0 0 18 20 1 0 0 0 0 19 26 2 0 0 0 0 20 21 1 0 0 0 0 21 25 1 0 0 0 0 22 23 2 0 0 0 0 22 24 1 0 0 0 0 23 26 1 0 0 0 0 24 31 1 0 0 0 0 25 27 2 0 0 0 0 25 28 1 0 0 0 0 27 29 1 0 0 0 0 28 30 2 0 0 0 0 29 30 1 0 0 0 0 29 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB000677
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	411.21
ALogP	-1.0576
MLogP	3.55
XLogP	8.254
HDA	5
HBD	1
Rotatable Bonds	7
TPSA	76.58
RO5 Violation	1