NPASS drugs

Drug Information

Drug ID:	NPD1904
Drug Name:	Chlordiazepoxide
Molecular Formula:	C16H14ClN3O
Canonical SMILES:	CN=C1Nc2ccc(cc2C(=N(=O)C1)c1ccccc1)Cl
Standard InCHI:	InChI=1S/C16H14ClN3O/c1-18-15-10-20(21)16(11-5-3-2-4-6-11)13-9-12(17)7-8-14(13)19-15/h2-9H,10H2,1H3,(H,18,19)
Standard InCHIKey:	ANTSCNMPPGJYLG-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD1904

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	604
0.1-0.2	8521
0.2-0.3	13409
0.3-0.4	4894
0.4-0.5	2461
0.5-0.6	870
0.6-0.7	124
0.7-0.8	6
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	0.8169	NPC325599
Intermediate Similarity	0.7868	NPC317564
Intermediate Similarity	0.7226	NPC314141
Intermediate Similarity	0.7122	NPC288232
Intermediate Similarity	0.7111	NPC302790
Intermediate Similarity	0.7021	NPC192209
Intermediate Similarity	0.7007	NPC476950
Remote Similarity	0.6978	NPC296163
Remote Similarity	0.6901	NPC313449
Remote Similarity	0.6892	NPC469949
Remote Similarity	0.6857	NPC187036
Remote Similarity	0.6831	NPC125416
Remote Similarity	0.6687	NPC477591
Remote Similarity	0.6619	NPC164802
Remote Similarity	0.6566	NPC476464
Remote Similarity	0.6538	NPC198988
Remote Similarity	0.6534	NPC314919
Remote Similarity	0.6497	NPC325252
Remote Similarity	0.6496	NPC474430
Remote Similarity	0.6494	NPC22079
Remote Similarity	0.6481	NPC204141
Remote Similarity	0.6478	NPC32002
Remote Similarity	0.6478	NPC315348
Remote Similarity	0.6478	NPC2823
Remote Similarity	0.6471	NPC9856
Remote Similarity	0.6383	NPC77294
Remote Similarity	0.6376	NPC475915
Remote Similarity	0.6369	NPC471609
Remote Similarity	0.6369	NPC300299
Remote Similarity	0.6369	NPC115049
Remote Similarity	0.6359	NPC314058
Remote Similarity	0.6359	NPC316018
Remote Similarity	0.6359	NPC316359
Remote Similarity	0.6359	NPC315617
Remote Similarity	0.6352	NPC125746
Remote Similarity	0.6346	NPC475450
Remote Similarity	0.634	NPC250361
Remote Similarity	0.6335	NPC115611
Remote Similarity	0.6331	NPC236711
Remote Similarity	0.6327	NPC148140
Remote Similarity	0.6323	NPC473587
Remote Similarity	0.6312	NPC79618
Remote Similarity	0.6306	NPC313352
Remote Similarity	0.6296	NPC473868
Remote Similarity	0.6296	NPC63157
Remote Similarity	0.6291	NPC41174
Remote Similarity	0.6289	NPC218268
Remote Similarity	0.6284	NPC81561
Remote Similarity	0.6282	NPC475428
Remote Similarity	0.628	NPC470440
Remote Similarity	0.6273	NPC88097
Remote Similarity	0.6258	NPC473762
Remote Similarity	0.625	NPC471132
Remote Similarity	0.6242	NPC54102
Remote Similarity	0.6242	NPC162689
Remote Similarity	0.6242	NPC179365
Remote Similarity	0.6235	NPC59084
Remote Similarity	0.6235	NPC2949
Remote Similarity	0.6213	NPC476297
Remote Similarity	0.6209	NPC122718
Remote Similarity	0.6205	NPC114209
Remote Similarity	0.6203	NPC184437
Remote Similarity	0.6203	NPC473930
Remote Similarity	0.6196	NPC476454
Remote Similarity	0.6188	NPC83381
Remote Similarity	0.6187	NPC291610
Remote Similarity	0.6185	NPC162799
Remote Similarity	0.6178	NPC476687
Remote Similarity	0.6178	NPC476685
Remote Similarity	0.6178	NPC476689
Remote Similarity	0.6169	NPC252794
Remote Similarity	0.6159	NPC215519
Remote Similarity	0.6149	NPC84911
Remote Similarity	0.6149	NPC471130
Remote Similarity	0.6145	NPC143872
Remote Similarity	0.6135	NPC469780
Remote Similarity	0.6135	NPC469784
Remote Similarity	0.6135	NPC469783
Remote Similarity	0.6135	NPC469761
Remote Similarity	0.6135	NPC469768
Remote Similarity	0.6135	NPC469767
Remote Similarity	0.6135	NPC469779
Remote Similarity	0.6135	NPC284635
Remote Similarity	0.6129	NPC145754
Remote Similarity	0.6127	NPC225018
Remote Similarity	0.6127	NPC470203
Remote Similarity	0.6127	NPC88970
Remote Similarity	0.6118	NPC476219
Remote Similarity	0.6108	NPC179787
Remote Similarity	0.6108	NPC21605
Remote Similarity	0.6108	NPC201380
Remote Similarity	0.6099	NPC471785
Remote Similarity	0.6098	NPC469766
Remote Similarity	0.6087	NPC29886
Remote Similarity	0.6087	NPC96102
Remote Similarity	0.6087	NPC261195
Remote Similarity	0.6084	NPC434
Remote Similarity	0.6084	NPC469525
Remote Similarity	0.6078	NPC328683
Remote Similarity	0.6078	NPC283130
Remote Similarity	0.6074	NPC73767
Remote Similarity	0.6074	NPC110126
Remote Similarity	0.6071	NPC321911
Remote Similarity	0.6071	NPC37548
Remote Similarity	0.6069	NPC470204
Remote Similarity	0.6067	NPC264580
Remote Similarity	0.6061	NPC190296
Remote Similarity	0.6061	NPC136002
Remote Similarity	0.6059	NPC325903
Remote Similarity	0.6049	NPC105127
Remote Similarity	0.6049	NPC83214
Remote Similarity	0.6049	NPC314102
Remote Similarity	0.6049	NPC251722
Remote Similarity	0.6048	NPC63545
Remote Similarity	0.6048	NPC288838
Remote Similarity	0.6045	NPC116961
Remote Similarity	0.604	NPC313673
Remote Similarity	0.6038	NPC101165
Remote Similarity	0.6036	NPC40070
Remote Similarity	0.6036	NPC53947
Remote Similarity	0.6036	NPC33421
Remote Similarity	0.6029	NPC7067
Remote Similarity	0.6029	NPC469330
Remote Similarity	0.6026	NPC478079
Remote Similarity	0.6024	NPC242556
Remote Similarity	0.6012	NPC475990
Remote Similarity	0.6012	NPC474880
Remote Similarity	0.6012	NPC470111
Remote Similarity	0.6012	NPC469811
Remote Similarity	0.6012	NPC221786
Remote Similarity	0.6	NPC247987
Remote Similarity	0.5988	NPC314372
Remote Similarity	0.5978	NPC21429
Remote Similarity	0.5977	NPC122141
Remote Similarity	0.5977	NPC229173
Remote Similarity	0.5976	NPC312092
Remote Similarity	0.5976	NPC104483
Remote Similarity	0.5975	NPC53044
Remote Similarity	0.5965	NPC295021
Remote Similarity	0.5964	NPC20144
Remote Similarity	0.596	NPC320656
Remote Similarity	0.5954	NPC477887
Remote Similarity	0.5949	NPC89490
Remote Similarity	0.5944	NPC317054
Remote Similarity	0.5944	NPC313362
Remote Similarity	0.5941	NPC105818
Remote Similarity	0.5941	NPC24678
Remote Similarity	0.5939	NPC279081
Remote Similarity	0.5938	NPC82295
Remote Similarity	0.5938	NPC471322
Remote Similarity	0.5935	NPC46358
Remote Similarity	0.5932	NPC49217
Remote Similarity	0.593	NPC470507
Remote Similarity	0.593	NPC38736
Remote Similarity	0.5926	NPC78154
Remote Similarity	0.5926	NPC191444
Remote Similarity	0.5917	NPC477134
Remote Similarity	0.5917	NPC471957
Remote Similarity	0.5917	NPC321617
Remote Similarity	0.5912	NPC329896
Remote Similarity	0.5912	NPC475105
Remote Similarity	0.5912	NPC288785
Remote Similarity	0.5912	NPC475090
Remote Similarity	0.5909	NPC271797
Remote Similarity	0.5909	NPC229477
Remote Similarity	0.5909	NPC21174
Remote Similarity	0.5906	NPC117032
Remote Similarity	0.5902	NPC16659
Remote Similarity	0.5902	NPC88110
Remote Similarity	0.5896	NPC285469
Remote Similarity	0.5893	NPC159856
Remote Similarity	0.5892	NPC108011
Remote Similarity	0.5882	NPC2272
Remote Similarity	0.5882	NPC124005
Remote Similarity	0.5882	NPC187951
Remote Similarity	0.5879	NPC471574
Remote Similarity	0.5875	NPC282398
Remote Similarity	0.5872	NPC469786
Remote Similarity	0.5872	NPC73952
Remote Similarity	0.5872	NPC259644
Remote Similarity	0.5872	NPC469765
Remote Similarity	0.5872	NPC469763
Remote Similarity	0.5872	NPC469760
Remote Similarity	0.5872	NPC25008
Remote Similarity	0.5872	NPC232798
Remote Similarity	0.587	NPC108339
Remote Similarity	0.5862	NPC299594
Remote Similarity	0.5862	NPC286427
Remote Similarity	0.586	NPC166424
Remote Similarity	0.586	NPC245244
Remote Similarity	0.586	NPC146373
Remote Similarity	0.5854	NPC471312
Remote Similarity	0.5854	NPC150259
Remote Similarity	0.5852	NPC176858
Remote Similarity	0.5849	NPC226662
Remote Similarity	0.5848	NPC148592
Remote Similarity	0.5847	NPC265710
Remote Similarity	0.5843	NPC230002
Remote Similarity	0.5839	NPC108800
Remote Similarity	0.5838	NPC80597

Drug Structure

NPD1904 OpenBabel08211701392D 22 24 0 0 0 0 0 0 0 0999 V2000 -3.2824 -1.2826 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5233 2.4972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5233 1.4972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6573 2.9972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6573 0.9972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7913 2.4972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3671 2.9209 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5896 1.9459 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6784 2.5355 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7331 -0.6802 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7913 1.4972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4115 3.2156 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9010 1.5605 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8565 1.2658 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7219 -0.5311 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0747 0.9972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1890 4.1906 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -2.2852 -1.3574 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.2219 0.3349 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 0.9309 -0.3653 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.2191 0.2602 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 18 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 5 1 0 0 0 0 4 6 2 0 0 0 0 5 11 2 0 0 0 0 6 11 1 0 0 0 0 7 8 2 0 0 0 0 7 12 1 0 0 0 0 8 14 1 0 0 0 0 9 12 2 0 0 0 0 9 13 1 0 0 0 0 10 15 1 0 0 0 0 10 20 1 0 0 0 0 11 16 1 0 0 0 0 12 17 1 0 0 0 0 13 14 2 0 0 0 0 13 16 1 0 0 0 0 14 19 1 0 0 0 0 15 18 2 3 0 0 0 15 19 1 0 0 0 0 16 20 2 0 0 0 0 19 22 1 0 0 0 0 20 21 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000084
DrugBank	DB00475
ChEMBL	CHEMBL451
IUPHAR/BPS	3370
PharmaGKB	PA448932
KEGG Drug	D00267
PubChem CID
ChEBI	3611
CAS Number	58-25-3

Drug Properties

Molecular Weight	299.08
ALogP	-0.4319
MLogP	2.67
XLogP	4.914
HDA	2
HBD	1
Rotatable Bonds	3
TPSA	53.14
RO5 Violation	0