NPASS drugs

Drug Information

Drug ID:	NPD4051
Drug Name:	BBR-3438
Molecular Formula:	C20H24N6O2
Canonical SMILES:	CNCCNc1ccc2c3c1c(=O)c1ccncc1c3nn2CCNCCO
Standard InCHI:	InChI=1S/C20H24N6O2/c1-21-6-7-24-15-2-3-16-18-17(15)20(28)13-4-5-23-12-14(13)19(18)25-26(16)10-8-22-9-11-27/h2-5,12,21-22,24,27H,6-11H2,1H3
Standard InCHIKey:	PMGQHDIXCJMHRO-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4051

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	305
0.1-0.2	2521
0.2-0.3	12140
0.3-0.4	11716
0.4-0.5	1683
0.5-0.6	1422
0.6-0.7	990
0.7-0.8	112
0.8-0.85	1
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	0.8	NPC167710
Intermediate Similarity	0.7897	NPC467063
Intermediate Similarity	0.7889	NPC272458
Intermediate Similarity	0.7812	NPC293216
Intermediate Similarity	0.78	NPC216550
Intermediate Similarity	0.7761	NPC326422
Intermediate Similarity	0.7704	NPC191415
Intermediate Similarity	0.7681	NPC317701
Intermediate Similarity	0.7641	NPC157583
Intermediate Similarity	0.7641	NPC284775
Intermediate Similarity	0.7641	NPC237188
Intermediate Similarity	0.7626	NPC477003
Intermediate Similarity	0.7614	NPC470677
Intermediate Similarity	0.7586	NPC304203
Intermediate Similarity	0.7576	NPC102755
Intermediate Similarity	0.7574	NPC476460
Intermediate Similarity	0.7524	NPC34837
Intermediate Similarity	0.7512	NPC128244
Intermediate Similarity	0.75	NPC42372
Intermediate Similarity	0.7454	NPC471192
Intermediate Similarity	0.7451	NPC47190
Intermediate Similarity	0.7438	NPC324091
Intermediate Similarity	0.7438	NPC154339
Intermediate Similarity	0.7423	NPC70949
Intermediate Similarity	0.7415	NPC267343
Intermediate Similarity	0.7413	NPC133003
Intermediate Similarity	0.7396	NPC242116
Intermediate Similarity	0.7395	NPC153980
Intermediate Similarity	0.7395	NPC6865
Intermediate Similarity	0.7389	NPC103119
Intermediate Similarity	0.7389	NPC255909
Intermediate Similarity	0.7358	NPC265100
Intermediate Similarity	0.7349	NPC72956
Intermediate Similarity	0.733	NPC213914
Intermediate Similarity	0.7316	NPC209362
Intermediate Similarity	0.7313	NPC470205
Intermediate Similarity	0.731	NPC252572
Intermediate Similarity	0.73	NPC73994
Intermediate Similarity	0.7299	NPC328318
Intermediate Similarity	0.7299	NPC328596
Intermediate Similarity	0.7286	NPC68354
Intermediate Similarity	0.7282	NPC114637
Intermediate Similarity	0.7241	NPC99939
Intermediate Similarity	0.7241	NPC308931
Intermediate Similarity	0.7238	NPC237414
Intermediate Similarity	0.7235	NPC471194
Intermediate Similarity	0.7235	NPC471193
Intermediate Similarity	0.7225	NPC227582
Intermediate Similarity	0.722	NPC229893
Intermediate Similarity	0.7212	NPC195239
Intermediate Similarity	0.7212	NPC157828
Intermediate Similarity	0.7211	NPC70406
Intermediate Similarity	0.7206	NPC135601
Intermediate Similarity	0.7206	NPC141612
Intermediate Similarity	0.7206	NPC17273
Intermediate Similarity	0.72	NPC83774
Intermediate Similarity	0.719	NPC474916
Intermediate Similarity	0.7186	NPC37423
Intermediate Similarity	0.7186	NPC275305
Intermediate Similarity	0.7186	NPC471579
Intermediate Similarity	0.7183	NPC98715
Intermediate Similarity	0.7177	NPC11445
Intermediate Similarity	0.7177	NPC79356
Intermediate Similarity	0.7177	NPC102592
Intermediate Similarity	0.7164	NPC176199
Intermediate Similarity	0.7164	NPC215795
Intermediate Similarity	0.7164	NPC11126
Intermediate Similarity	0.7156	NPC477004
Intermediate Similarity	0.7156	NPC81535
Intermediate Similarity	0.715	NPC151635
Intermediate Similarity	0.715	NPC327592
Intermediate Similarity	0.713	NPC116555
Intermediate Similarity	0.7129	NPC88110
Intermediate Similarity	0.7129	NPC61011
Intermediate Similarity	0.7123	NPC252338
Intermediate Similarity	0.7122	NPC94752
Intermediate Similarity	0.7116	NPC317373
Intermediate Similarity	0.7113	NPC56765
Intermediate Similarity	0.7108	NPC21429
Intermediate Similarity	0.7108	NPC228835
Intermediate Similarity	0.7104	NPC469727
Intermediate Similarity	0.7104	NPC27041
Intermediate Similarity	0.7104	NPC267811
Intermediate Similarity	0.7101	NPC95783
Intermediate Similarity	0.7083	NPC46225
Intermediate Similarity	0.7083	NPC225821
Intermediate Similarity	0.7079	NPC213468
Intermediate Similarity	0.7078	NPC470702
Intermediate Similarity	0.7078	NPC473218
Intermediate Similarity	0.7077	NPC44773
Intermediate Similarity	0.7077	NPC215584
Intermediate Similarity	0.7075	NPC74413
Intermediate Similarity	0.707	NPC88115
Intermediate Similarity	0.7064	NPC123839
Intermediate Similarity	0.7051	NPC258062
Intermediate Similarity	0.7051	NPC266249
Intermediate Similarity	0.7051	NPC127677
Intermediate Similarity	0.7048	NPC294693
Intermediate Similarity	0.7045	NPC470703
Intermediate Similarity	0.7044	NPC477042
Intermediate Similarity	0.7037	NPC472064
Intermediate Similarity	0.7035	NPC194411
Intermediate Similarity	0.7024	NPC46895
Intermediate Similarity	0.7024	NPC110158
Intermediate Similarity	0.7018	NPC271862
Intermediate Similarity	0.7015	NPC469529
Intermediate Similarity	0.7009	NPC300183
Intermediate Similarity	0.7005	NPC478184
Intermediate Similarity	0.7005	NPC21174
Intermediate Similarity	0.7005	NPC278434
Intermediate Similarity	0.7005	NPC271797
Intermediate Similarity	0.7005	NPC478182
Intermediate Similarity	0.7	NPC49547
Remote Similarity	0.6995	NPC251391
Remote Similarity	0.6991	NPC476817
Remote Similarity	0.6986	NPC473763
Remote Similarity	0.6986	NPC117244
Remote Similarity	0.6986	NPC138370
Remote Similarity	0.6977	NPC260900
Remote Similarity	0.6977	NPC106757
Remote Similarity	0.6974	NPC286427
Remote Similarity	0.6971	NPC321708
Remote Similarity	0.697	NPC115232
Remote Similarity	0.6967	NPC202812
Remote Similarity	0.6963	NPC105811
Remote Similarity	0.6961	NPC24864
Remote Similarity	0.6957	NPC62749
Remote Similarity	0.6948	NPC477041
Remote Similarity	0.6948	NPC477044
Remote Similarity	0.6947	NPC467188
Remote Similarity	0.6946	NPC151939
Remote Similarity	0.6941	NPC162860
Remote Similarity	0.6939	NPC318065
Remote Similarity	0.6939	NPC41257
Remote Similarity	0.6939	NPC474492
Remote Similarity	0.6939	NPC80681
Remote Similarity	0.6939	NPC206819
Remote Similarity	0.6935	NPC56233
Remote Similarity	0.6934	NPC472116
Remote Similarity	0.6927	NPC54420
Remote Similarity	0.6927	NPC123906
Remote Similarity	0.6923	NPC151976
Remote Similarity	0.6923	NPC87856
Remote Similarity	0.6923	NPC318299
Remote Similarity	0.6923	NPC17059
Remote Similarity	0.692	NPC208522
Remote Similarity	0.692	NPC473310
Remote Similarity	0.692	NPC281049
Remote Similarity	0.6919	NPC317105
Remote Similarity	0.6912	NPC12649
Remote Similarity	0.6907	NPC325903
Remote Similarity	0.6906	NPC203614
Remote Similarity	0.6906	NPC470731
Remote Similarity	0.6906	NPC204491
Remote Similarity	0.6906	NPC470732
Remote Similarity	0.6904	NPC470680
Remote Similarity	0.6904	NPC100104
Remote Similarity	0.6901	NPC229332
Remote Similarity	0.69	NPC201700
Remote Similarity	0.6898	NPC472069
Remote Similarity	0.6898	NPC472062
Remote Similarity	0.6898	NPC476874
Remote Similarity	0.6898	NPC472063
Remote Similarity	0.6893	NPC117027
Remote Similarity	0.6892	NPC267965
Remote Similarity	0.6892	NPC317752
Remote Similarity	0.6888	NPC469762
Remote Similarity	0.6884	NPC121327
Remote Similarity	0.6881	NPC472065
Remote Similarity	0.6878	NPC471997
Remote Similarity	0.6878	NPC300688
Remote Similarity	0.6872	NPC327095
Remote Similarity	0.6872	NPC312942
Remote Similarity	0.6866	NPC471943
Remote Similarity	0.6864	NPC478158
Remote Similarity	0.6859	NPC314372
Remote Similarity	0.6853	NPC135141
Remote Similarity	0.6853	NPC207686
Remote Similarity	0.6853	NPC293487
Remote Similarity	0.6853	NPC92796
Remote Similarity	0.6847	NPC118940
Remote Similarity	0.6847	NPC469938
Remote Similarity	0.6845	NPC233936
Remote Similarity	0.6842	NPC40455
Remote Similarity	0.6842	NPC190296
Remote Similarity	0.6839	NPC321911
Remote Similarity	0.6838	NPC477549
Remote Similarity	0.6837	NPC477045
Remote Similarity	0.6837	NPC469785
Remote Similarity	0.6837	NPC51054
Remote Similarity	0.6837	NPC284338
Remote Similarity	0.6837	NPC474767
Remote Similarity	0.6834	NPC90723
Remote Similarity	0.6834	NPC311276
Remote Similarity	0.6834	NPC40779
Remote Similarity	0.683	NPC322064
Remote Similarity	0.683	NPC132211
Remote Similarity	0.6829	NPC248041
Remote Similarity	0.6829	NPC126709
Remote Similarity	0.6829	NPC55772

Drug Structure

NPD4051 OpenBabel08211704332D 32 35 0 0 0 0 0 0 0 0999 V2000 -2.7793 -4.0201 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8077 -2.3298 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8075 -1.3980 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2278 -2.7965 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0349 -2.3307 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3049 -4.6764 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9260 -3.8251 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0722 1.3831 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3264 2.3991 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6588 0.6590 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6602 3.2691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2282 -0.9328 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4209 -2.3304 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4211 -1.3986 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0005 -2.7959 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0002 -0.9319 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8065 -2.3301 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8066 -1.3983 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6139 -0.9322 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6136 -2.7962 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2316 -4.7739 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.4060 2.2531 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.0351 -1.3989 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0006 -3.7277 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.6141 -0.0003 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 1.0736 3.9932 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6134 -3.7481 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.6105 -5.6251 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.1806 2.9772 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5484 -4.4814 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.4074 4.8632 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 21 1 0 0 0 0 2 3 2 0 0 0 0 2 15 1 0 0 0 0 3 16 1 0 0 0 0 4 5 1 0 0 0 0 4 13 2 0 0 0 0 5 23 2 0 0 0 0 6 7 1 0 0 0 0 6 21 1 0 0 0 0 7 24 1 0 0 0 0 8 10 1 0 0 0 0 8 22 1 0 0 0 0 9 11 1 0 0 0 0 9 22 1 0 0 0 0 10 26 1 0 0 0 0 11 27 1 0 0 0 0 12 14 2 0 0 0 0 12 23 1 0 0 0 0 13 14 1 0 0 0 0 13 20 1 0 0 0 0 14 19 1 0 0 0 0 15 17 2 0 0 0 0 15 24 1 0 0 0 0 16 18 2 0 0 0 0 16 26 1 0 0 0 0 17 18 1 0 0 0 0 17 20 1 0 0 0 0 18 19 1 0 0 0 0 19 25 2 0 0 0 0 20 28 2 0 0 0 0 21 29 1 0 0 0 0 22 30 1 0 0 0 0 24 31 1 0 0 0 0 25 26 1 0 0 0 0 27 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB012786
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	380.20
ALogP	-1.8002
MLogP	2.78
XLogP	-0.735
HDA	8
HBD	4
Rotatable Bonds	11
TPSA	104.1
RO5 Violation	0