NPASS drugs

Drug Information

Drug ID:	NPD1554
Drug Name:
Molecular Formula:	C15H13ClN2O
Canonical SMILES:	Clc1ccc2c(c1)/C(=C/c1[nH]c(cc1C)C)/C(=N2)O
Standard InCHI:	InChI=1S/C15H13ClN2O/c1-8-5-9(2)17-14(8)7-12-11-6-10(16)3-4-13(11)18-15(12)19/h3-7,17H,1-2H3,(H,18,19)/b12-7-
Standard InCHIKey:	XLBQNZICMYZIQT-GHXNOFRVSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1554

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	315
0.1-0.2	3272
0.2-0.3	11140
0.3-0.4	11440
0.4-0.5	2415
0.5-0.6	1390
0.6-0.7	802
0.7-0.8	115
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	0.8098	NPC476118
Intermediate Similarity	0.7901	NPC141353
Intermediate Similarity	0.7866	NPC131718
Intermediate Similarity	0.7778	NPC293472
Intermediate Similarity	0.7746	NPC192270
Intermediate Similarity	0.7719	NPC288785
Intermediate Similarity	0.7673	NPC242556
Intermediate Similarity	0.7665	NPC102423
Intermediate Similarity	0.7635	NPC41174
Intermediate Similarity	0.7593	NPC37548
Intermediate Similarity	0.7561	NPC259644
Intermediate Similarity	0.7561	NPC469763
Intermediate Similarity	0.7561	NPC469786
Intermediate Similarity	0.7561	NPC25008
Intermediate Similarity	0.7561	NPC469760
Intermediate Similarity	0.7561	NPC73952
Intermediate Similarity	0.7561	NPC469765
Intermediate Similarity	0.7516	NPC159856
Intermediate Similarity	0.7515	NPC211572
Intermediate Similarity	0.7515	NPC75540
Intermediate Similarity	0.7515	NPC70922
Intermediate Similarity	0.7515	NPC80597
Intermediate Similarity	0.7515	NPC212376
Intermediate Similarity	0.75	NPC313791
Intermediate Similarity	0.75	NPC34508
Intermediate Similarity	0.7485	NPC230869
Intermediate Similarity	0.7485	NPC124005
Intermediate Similarity	0.747	NPC285469
Intermediate Similarity	0.7439	NPC24678
Intermediate Similarity	0.7439	NPC105818
Intermediate Similarity	0.741	NPC38736
Intermediate Similarity	0.741	NPC471458
Intermediate Similarity	0.741	NPC470507
Intermediate Similarity	0.7407	NPC314372
Intermediate Similarity	0.7399	NPC474409
Intermediate Similarity	0.7391	NPC190296
Intermediate Similarity	0.7378	NPC187951
Intermediate Similarity	0.7365	NPC469785
Intermediate Similarity	0.7355	NPC22079
Intermediate Similarity	0.7353	NPC311276
Intermediate Similarity	0.733	NPC72980
Intermediate Similarity	0.733	NPC88363
Intermediate Similarity	0.733	NPC270009
Intermediate Similarity	0.7326	NPC317430
Intermediate Similarity	0.7321	NPC469762
Intermediate Similarity	0.732	NPC250361
Intermediate Similarity	0.7312	NPC476175
Intermediate Similarity	0.7294	NPC282231
Intermediate Similarity	0.7294	NPC16667
Intermediate Similarity	0.729	NPC473587
Intermediate Similarity	0.7284	NPC477890
Intermediate Similarity	0.7273	NPC288445
Intermediate Similarity	0.7267	NPC49217
Intermediate Similarity	0.7263	NPC204717
Intermediate Similarity	0.7263	NPC472294
Intermediate Similarity	0.7262	NPC184476
Intermediate Similarity	0.7256	NPC129042
Intermediate Similarity	0.7247	NPC314394
Intermediate Similarity	0.7244	NPC475428
Intermediate Similarity	0.7235	NPC279918
Intermediate Similarity	0.7235	NPC473320
Intermediate Similarity	0.7232	NPC472443
Intermediate Similarity	0.7226	NPC473762
Intermediate Similarity	0.7225	NPC154293
Intermediate Similarity	0.7222	NPC476319
Intermediate Similarity	0.7222	NPC314002
Intermediate Similarity	0.7222	NPC163421
Intermediate Similarity	0.7222	NPC188387
Intermediate Similarity	0.7219	NPC299594
Intermediate Similarity	0.7207	NPC220765
Intermediate Similarity	0.7202	NPC207726
Intermediate Similarity	0.7197	NPC179365
Intermediate Similarity	0.7197	NPC475450
Intermediate Similarity	0.7191	NPC314919
Intermediate Similarity	0.7182	NPC171171
Intermediate Similarity	0.7176	NPC92796
Intermediate Similarity	0.7176	NPC135141
Intermediate Similarity	0.7175	NPC184964
Intermediate Similarity	0.717	NPC198988
Intermediate Similarity	0.7168	NPC474561
Intermediate Similarity	0.7168	NPC160105
Intermediate Similarity	0.7168	NPC49954
Intermediate Similarity	0.7125	NPC325252
Intermediate Similarity	0.7117	NPC60553
Intermediate Similarity	0.7111	NPC212535
Intermediate Similarity	0.7111	NPC472444
Intermediate Similarity	0.7111	NPC48938
Intermediate Similarity	0.7108	NPC471957
Intermediate Similarity	0.7104	NPC46413
Intermediate Similarity	0.7097	NPC195314
Intermediate Similarity	0.7095	NPC198339
Intermediate Similarity	0.7091	NPC470440
Intermediate Similarity	0.7086	NPC280548
Intermediate Similarity	0.7081	NPC84911
Intermediate Similarity	0.7076	NPC67056
Intermediate Similarity	0.7072	NPC190007
Intermediate Similarity	0.7069	NPC54988
Intermediate Similarity	0.7052	NPC271734
Intermediate Similarity	0.7052	NPC40779
Intermediate Similarity	0.7049	NPC46580
Intermediate Similarity	0.7044	NPC473930
Intermediate Similarity	0.7033	NPC94943
Intermediate Similarity	0.7029	NPC201700
Intermediate Similarity	0.7029	NPC63751
Intermediate Similarity	0.7021	NPC77555
Intermediate Similarity	0.7019	NPC218268
Intermediate Similarity	0.7019	NPC96102
Intermediate Similarity	0.7019	NPC29886
Intermediate Similarity	0.7019	NPC261195
Intermediate Similarity	0.7018	NPC212742
Intermediate Similarity	0.7011	NPC246700
Intermediate Similarity	0.7011	NPC128751
Intermediate Similarity	0.701	NPC61637
Intermediate Similarity	0.7006	NPC314603
Intermediate Similarity	0.7006	NPC97525
Intermediate Similarity	0.7006	NPC472123
Remote Similarity	0.6994	NPC110126
Remote Similarity	0.6994	NPC73767
Remote Similarity	0.6984	NPC131887
Remote Similarity	0.6983	NPC111275
Remote Similarity	0.6983	NPC96890
Remote Similarity	0.6981	NPC82295
Remote Similarity	0.6977	NPC477591
Remote Similarity	0.6975	NPC105127
Remote Similarity	0.6975	NPC125746
Remote Similarity	0.6975	NPC471312
Remote Similarity	0.6973	NPC469497
Remote Similarity	0.6973	NPC106833
Remote Similarity	0.6971	NPC109447
Remote Similarity	0.6966	NPC329688
Remote Similarity	0.6966	NPC189812
Remote Similarity	0.6966	NPC472586
Remote Similarity	0.6954	NPC472587
Remote Similarity	0.6954	NPC8104
Remote Similarity	0.6954	NPC194640
Remote Similarity	0.6951	NPC469768
Remote Similarity	0.6951	NPC469779
Remote Similarity	0.6951	NPC469784
Remote Similarity	0.6951	NPC2949
Remote Similarity	0.6951	NPC469780
Remote Similarity	0.6951	NPC469783
Remote Similarity	0.6951	NPC469761
Remote Similarity	0.6951	NPC469767
Remote Similarity	0.6951	NPC59084
Remote Similarity	0.6951	NPC115611
Remote Similarity	0.6949	NPC6982
Remote Similarity	0.6949	NPC470498
Remote Similarity	0.6943	NPC278451
Remote Similarity	0.6942	NPC472844
Remote Similarity	0.694	NPC15102
Remote Similarity	0.6932	NPC78020
Remote Similarity	0.6927	NPC267885
Remote Similarity	0.6923	NPC19679
Remote Similarity	0.6923	NPC176127
Remote Similarity	0.6914	NPC470508
Remote Similarity	0.6909	NPC63157
Remote Similarity	0.6909	NPC473868
Remote Similarity	0.6909	NPC469766
Remote Similarity	0.6898	NPC99666
Remote Similarity	0.689	NPC88097
Remote Similarity	0.6889	NPC151939
Remote Similarity	0.6889	NPC248454
Remote Similarity	0.6889	NPC59269
Remote Similarity	0.6882	NPC216713
Remote Similarity	0.6878	NPC205403
Remote Similarity	0.6872	NPC203468
Remote Similarity	0.6872	NPC149155
Remote Similarity	0.6872	NPC110500
Remote Similarity	0.6868	NPC71037
Remote Similarity	0.6868	NPC302191
Remote Similarity	0.6865	NPC278434
Remote Similarity	0.6859	NPC18487
Remote Similarity	0.6857	NPC162268
Remote Similarity	0.6857	NPC162799
Remote Similarity	0.6854	NPC158129
Remote Similarity	0.6851	NPC219336
Remote Similarity	0.6851	NPC126709
Remote Similarity	0.6851	NPC248041
Remote Similarity	0.6848	NPC473189
Remote Similarity	0.6848	NPC279081
Remote Similarity	0.6848	NPC284635
Remote Similarity	0.6831	NPC469358
Remote Similarity	0.6831	NPC83381
Remote Similarity	0.6828	NPC34271
Remote Similarity	0.6828	NPC221873
Remote Similarity	0.6825	NPC276517
Remote Similarity	0.6809	NPC315617
Remote Similarity	0.6809	NPC324149
Remote Similarity	0.6809	NPC316018
Remote Similarity	0.6809	NPC314058
Remote Similarity	0.6809	NPC316359
Remote Similarity	0.6807	NPC476454
Remote Similarity	0.6804	NPC98715
Remote Similarity	0.68	NPC47298
Remote Similarity	0.68	NPC315214
Remote Similarity	0.6798	NPC194411
Remote Similarity	0.6796	NPC217372
Remote Similarity	0.6796	NPC183662
Remote Similarity	0.6796	NPC15573
Remote Similarity	0.6793	NPC284678

Drug Structure

NPD1554 OpenBabel08211701082D 21 23 0 0 0 0 0 0 0 0999 V2000 1.1006 -2.7770 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4485 -3.8648 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0739 -2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0739 -1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6884 -3.5860 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6581 -2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3794 -1.0169 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1006 -2.7770 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6395 -3.2770 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2079 -2.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6581 -1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4013 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2079 -0.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6884 -1.9680 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9945 0.1045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2079 -3.9781 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 3.6395 -2.2770 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 1.4945 0.9706 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.4485 -1.6892 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.9945 1.8366 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 8 1 0 0 0 0 2 9 1 0 0 0 0 3 4 2 0 0 0 0 3 10 1 0 0 0 0 4 13 1 0 0 0 0 5 8 1 0 0 0 0 5 9 2 0 0 0 0 6 10 2 0 0 0 0 6 11 1 0 0 0 0 7 12 2 0 0 0 0 7 14 1 0 0 0 0 8 14 2 0 0 0 0 9 17 1 0 0 0 0 10 16 1 0 0 0 0 11 12 1 0 0 0 0 11 13 2 0 0 0 0 12 15 1 0 0 0 0 13 18 1 0 0 0 0 14 17 1 0 0 0 0 15 18 2 0 0 0 0 15 19 1 0 0 0 0 17 20 1 0 0 0 0 19 21 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000292
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	6536806
ChEBI
CAS Number

Drug Properties

Molecular Weight	272.07
ALogP	1.596
MLogP	2.67
XLogP	3.964
HDA	3
HBD	2
Rotatable Bonds	5
TPSA	48.38
RO5 Violation	0