NPASS drugs

Drug Information

Drug ID:	NPD1905
Drug Name:
Molecular Formula:	C16H14ClN3O
Canonical SMILES:	Clc1ccc(cc1)n1[nH]c2c(c1=O)cnc1c2CCCC1
Standard InCHI:	InChI=1S/C16H14ClN3O/c17-10-5-7-11(8-6-10)20-16(21)13-9-18-14-4-2-1-3-12(14)15(13)19-20/h5-9,19H,1-4H2
Standard InCHIKey:	NZEIZTTWQRQFFV-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1905

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	561
0.1-0.2	5447
0.2-0.3	12895
0.3-0.4	8347
0.4-0.5	1461
0.5-0.6	1515
0.6-0.7	610
0.7-0.8	54
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	0.7606	NPC477003
Intermediate Similarity	0.7514	NPC469529
Intermediate Similarity	0.7461	NPC476460
Intermediate Similarity	0.7433	NPC284775
Intermediate Similarity	0.7432	NPC114637
Intermediate Similarity	0.7391	NPC70949
Intermediate Similarity	0.7382	NPC133003
Intermediate Similarity	0.7322	NPC265100
Intermediate Similarity	0.7313	NPC317701
Intermediate Similarity	0.7303	NPC313889
Intermediate Similarity	0.7296	NPC304203
Intermediate Similarity	0.7283	NPC42372
Intermediate Similarity	0.7273	NPC252572
Intermediate Similarity	0.7268	NPC242116
Intermediate Similarity	0.7263	NPC73994
Intermediate Similarity	0.7243	NPC56233
Intermediate Similarity	0.724	NPC21429
Intermediate Similarity	0.7228	NPC478184
Intermediate Similarity	0.7225	NPC191415
Intermediate Similarity	0.7225	NPC470677
Intermediate Similarity	0.7222	NPC251391
Intermediate Similarity	0.7208	NPC326422
Intermediate Similarity	0.7198	NPC477887
Intermediate Similarity	0.7188	NPC102755
Intermediate Similarity	0.7186	NPC167710
Intermediate Similarity	0.7167	NPC70406
Intermediate Similarity	0.7165	NPC141612
Intermediate Similarity	0.7165	NPC17273
Intermediate Similarity	0.7165	NPC135601
Intermediate Similarity	0.7158	NPC237188
Intermediate Similarity	0.7143	NPC293216
Intermediate Similarity	0.7143	NPC324091
Intermediate Similarity	0.7136	NPC128244
Intermediate Similarity	0.7135	NPC330326
Intermediate Similarity	0.7114	NPC477004
Intermediate Similarity	0.7113	NPC99939
Intermediate Similarity	0.7113	NPC308931
Intermediate Similarity	0.7111	NPC473878
Intermediate Similarity	0.71	NPC134657
Intermediate Similarity	0.7088	NPC229055
Intermediate Similarity	0.7079	NPC467188
Intermediate Similarity	0.7072	NPC470679
Intermediate Similarity	0.7072	NPC217021
Intermediate Similarity	0.7071	NPC216550
Intermediate Similarity	0.7069	NPC65408
Intermediate Similarity	0.7068	NPC157583
Intermediate Similarity	0.7065	NPC293487
Intermediate Similarity	0.7065	NPC80681
Intermediate Similarity	0.7065	NPC474492
Intermediate Similarity	0.7056	NPC123906
Intermediate Similarity	0.7049	NPC476464
Intermediate Similarity	0.7043	NPC478182
Intermediate Similarity	0.7027	NPC470680
Intermediate Similarity	0.7027	NPC100104
Remote Similarity	0.6989	NPC315348
Remote Similarity	0.6989	NPC32002
Remote Similarity	0.6984	NPC471943
Remote Similarity	0.6979	NPC83774
Remote Similarity	0.6974	NPC467063
Remote Similarity	0.6973	NPC477591
Remote Similarity	0.6968	NPC478183
Remote Similarity	0.6961	NPC102664
Remote Similarity	0.6943	NPC248462
Remote Similarity	0.6927	NPC151635
Remote Similarity	0.6923	NPC470205
Remote Similarity	0.6919	NPC103119
Remote Similarity	0.6907	NPC61011
Remote Similarity	0.6906	NPC105811
Remote Similarity	0.6906	NPC100726
Remote Similarity	0.6898	NPC478185
Remote Similarity	0.6897	NPC474916
Remote Similarity	0.6885	NPC472260
Remote Similarity	0.6832	NPC202812
Remote Similarity	0.6831	NPC471655
Remote Similarity	0.6825	NPC72956
Remote Similarity	0.6825	NPC233380
Remote Similarity	0.6821	NPC88110
Remote Similarity	0.6816	NPC272458
Remote Similarity	0.6816	NPC476454
Remote Similarity	0.6811	NPC209362
Remote Similarity	0.6809	NPC194881
Remote Similarity	0.6806	NPC116961
Remote Similarity	0.6806	NPC32534
Remote Similarity	0.6802	NPC46895
Remote Similarity	0.6802	NPC110158
Remote Similarity	0.6798	NPC102592
Remote Similarity	0.6798	NPC79356
Remote Similarity	0.6792	NPC471193
Remote Similarity	0.6792	NPC471194
Remote Similarity	0.6792	NPC153980
Remote Similarity	0.6792	NPC6865
Remote Similarity	0.6788	NPC471579
Remote Similarity	0.678	NPC237414
Remote Similarity	0.6769	NPC11126
Remote Similarity	0.6763	NPC106757
Remote Similarity	0.675	NPC255909
Remote Similarity	0.6738	NPC76982
Remote Similarity	0.6737	NPC115232
Remote Similarity	0.6736	NPC161861
Remote Similarity	0.6735	NPC477042
Remote Similarity	0.6732	NPC34837
Remote Similarity	0.6719	NPC91895
Remote Similarity	0.6717	NPC228835
Remote Similarity	0.6716	NPC154339
Remote Similarity	0.6715	NPC471944
Remote Similarity	0.6705	NPC471589
Remote Similarity	0.67	NPC278434
Remote Similarity	0.6699	NPC81535
Remote Similarity	0.6699	NPC153123
Remote Similarity	0.6699	NPC201266
Remote Similarity	0.6699	NPC268744
Remote Similarity	0.6699	NPC220797
Remote Similarity	0.6699	NPC88115
Remote Similarity	0.6699	NPC474318
Remote Similarity	0.6699	NPC475914
Remote Similarity	0.6698	NPC471192
Remote Similarity	0.6685	NPC136002
Remote Similarity	0.6684	NPC274981
Remote Similarity	0.6684	NPC262338
Remote Similarity	0.6684	NPC271797
Remote Similarity	0.6684	NPC21174
Remote Similarity	0.6683	NPC282103
Remote Similarity	0.6683	NPC138370
Remote Similarity	0.6667	NPC269203
Remote Similarity	0.6667	NPC166209
Remote Similarity	0.6667	NPC13456
Remote Similarity	0.6667	NPC77241
Remote Similarity	0.665	NPC24864
Remote Similarity	0.665	NPC47190
Remote Similarity	0.665	NPC314919
Remote Similarity	0.665	NPC131887
Remote Similarity	0.6649	NPC213914
Remote Similarity	0.6632	NPC214106
Remote Similarity	0.6622	NPC192712
Remote Similarity	0.662	NPC309845
Remote Similarity	0.6618	NPC267343
Remote Similarity	0.6617	NPC17059
Remote Similarity	0.6613	NPC117032
Remote Similarity	0.6612	NPC470440
Remote Similarity	0.6611	NPC471574
Remote Similarity	0.6607	NPC267853
Remote Similarity	0.6604	NPC116555
Remote Similarity	0.6602	NPC227582
Remote Similarity	0.6599	NPC12649
Remote Similarity	0.6597	NPC317105
Remote Similarity	0.6596	NPC74357
Remote Similarity	0.6593	NPC190296
Remote Similarity	0.6592	NPC105127
Remote Similarity	0.6592	NPC314102
Remote Similarity	0.6592	NPC471312
Remote Similarity	0.6592	NPC251722
Remote Similarity	0.6584	NPC473666
Remote Similarity	0.6583	NPC159125
Remote Similarity	0.658	NPC78020
Remote Similarity	0.6578	NPC325903
Remote Similarity	0.6578	NPC281094
Remote Similarity	0.6578	NPC244897
Remote Similarity	0.6575	NPC238499
Remote Similarity	0.6567	NPC62749
Remote Similarity	0.6552	NPC83111
Remote Similarity	0.6548	NPC111275
Remote Similarity	0.6548	NPC64436
Remote Similarity	0.6538	NPC74413
Remote Similarity	0.6536	NPC96102
Remote Similarity	0.6533	NPC315062
Remote Similarity	0.6531	NPC149155
Remote Similarity	0.6531	NPC203468
Remote Similarity	0.6531	NPC110500
Remote Similarity	0.6522	NPC159856
Remote Similarity	0.6522	NPC314372
Remote Similarity	0.652	NPC316411
Remote Similarity	0.6519	NPC110126
Remote Similarity	0.6515	NPC55772
Remote Similarity	0.6515	NPC213468
Remote Similarity	0.6514	NPC27041
Remote Similarity	0.6514	NPC267811
Remote Similarity	0.6512	NPC46358
Remote Similarity	0.6507	NPC252338
Remote Similarity	0.6507	NPC121327
Remote Similarity	0.65	NPC84911
Remote Similarity	0.65	NPC117027
Remote Similarity	0.6497	NPC256893
Remote Similarity	0.6497	NPC267885
Remote Similarity	0.649	NPC67288
Remote Similarity	0.6489	NPC200214
Remote Similarity	0.6486	NPC229893
Remote Similarity	0.6486	NPC63545
Remote Similarity	0.6486	NPC478186
Remote Similarity	0.6486	NPC288838
Remote Similarity	0.6485	NPC94752
Remote Similarity	0.6484	NPC469767
Remote Similarity	0.6484	NPC469768
Remote Similarity	0.6484	NPC469779
Remote Similarity	0.6484	NPC469784
Remote Similarity	0.6484	NPC469780
Remote Similarity	0.6484	NPC469783
Remote Similarity	0.6484	NPC469761
Remote Similarity	0.6482	NPC79777
Remote Similarity	0.6481	NPC473218
Remote Similarity	0.6481	NPC470702

Drug Structure

NPD1905 OpenBabel08211701392D 22 25 0 0 0 0 0 0 0 0999 V2000 -3.2709 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1369 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4049 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1369 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4049 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4049 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5388 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2709 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5388 0.5000 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 4.0000 0.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -3.2709 -0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.5878 0.8090 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 -0.2788 -1.7601 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.2788 1.7601 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 12 1 0 0 0 0 4 14 1 0 0 0 0 5 7 1 0 0 0 0 5 10 2 0 0 0 0 6 8 2 0 0 0 0 6 10 1 0 0 0 0 7 11 2 0 0 0 0 8 11 1 0 0 0 0 9 13 2 0 0 0 0 9 18 1 0 0 0 0 10 17 1 0 0 0 0 11 20 1 0 0 0 0 12 14 1 0 0 0 0 12 15 2 0 0 0 0 13 15 1 0 0 0 0 13 16 1 0 0 0 0 14 18 2 0 0 0 0 15 19 1 0 0 0 0 16 20 1 0 0 0 0 16 21 2 0 0 0 0 19 20 1 0 0 0 0 19 22 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC003896
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	128063
ChEBI
CAS Number

Drug Properties

Molecular Weight	299.08
ALogP	-0.5689
MLogP	2.67
XLogP	4.115
HDA	4
HBD	1
Rotatable Bonds	2
TPSA	45.23
RO5 Violation	0