NPASS drugs

Drug Information

Drug ID:	NPD1885
Drug Name:	Clobazam
Molecular Formula:	C16H13ClN2O2
Canonical SMILES:	Clc1ccc2c(c1)N(C(=O)CC(=O)N2C)c1ccccc1
Standard InCHI:	InChI=1S/C16H13ClN2O2/c1-18-13-8-7-11(17)9-14(13)19(16(21)10-15(18)20)12-5-3-2-4-6-12/h2-9H,10H2,1H3
Standard InCHIKey:	CXOXHMZGEKVPMT-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD1885

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	205
0.1-0.2	8285
0.2-0.3	14365
0.3-0.4	5579
0.4-0.5	2182
0.5-0.6	256
0.6-0.7	17
0.7-0.8	1
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	0.7357	NPC325599
Remote Similarity	0.6906	NPC469949
Remote Similarity	0.6667	NPC20322
Remote Similarity	0.664	NPC75496
Remote Similarity	0.6587	NPC326792
Remote Similarity	0.6471	NPC125416
Remote Similarity	0.6304	NPC31651
Remote Similarity	0.6284	NPC316104
Remote Similarity	0.6284	NPC162417
Remote Similarity	0.6279	NPC291610
Remote Similarity	0.626	NPC313362
Remote Similarity	0.6259	NPC228515
Remote Similarity	0.625	NPC229477
Remote Similarity	0.6149	NPC53044
Remote Similarity	0.6136	NPC313810
Remote Similarity	0.6067	NPC313352
Remote Similarity	0.6056	NPC316582
Remote Similarity	0.6014	NPC257490
Remote Similarity	0.5986	NPC226143
Remote Similarity	0.595	NPC134825
Remote Similarity	0.5944	NPC317564
Remote Similarity	0.5921	NPC300299
Remote Similarity	0.5899	NPC296163
Remote Similarity	0.5878	NPC476950
Remote Similarity	0.5874	NPC291962
Remote Similarity	0.5874	NPC177684
Remote Similarity	0.5871	NPC130251
Remote Similarity	0.584	NPC297532
Remote Similarity	0.5833	NPC471164
Remote Similarity	0.5833	NPC161956
Remote Similarity	0.5833	NPC301760
Remote Similarity	0.5833	NPC112373
Remote Similarity	0.5833	NPC258531
Remote Similarity	0.5818	NPC477887
Remote Similarity	0.5811	NPC250476
Remote Similarity	0.5794	NPC240134
Remote Similarity	0.5769	NPC204156
Remote Similarity	0.5762	NPC231382
Remote Similarity	0.5734	NPC192209
Remote Similarity	0.5732	NPC186284
Remote Similarity	0.5732	NPC470301
Remote Similarity	0.5732	NPC22082
Remote Similarity	0.5705	NPC469560
Remote Similarity	0.5705	NPC83214
Remote Similarity	0.5704	NPC143156
Remote Similarity	0.5679	NPC109787
Remote Similarity	0.5674	NPC57051
Remote Similarity	0.5662	NPC473418
Remote Similarity	0.5656	NPC307456
Remote Similarity	0.564	NPC116961
Remote Similarity	0.5639	NPC316435
Remote Similarity	0.563	NPC474430
Remote Similarity	0.561	NPC66936

Drug Structure

NPD1885 OpenBabel08211701392D 21 23 0 0 0 0 0 0 0 0999 V2000 -3.1444 -0.7370 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2923 1.9237 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5149 0.9487 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6037 1.5382 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6583 -1.6774 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3368 2.2184 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7818 0.2686 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8262 0.5633 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6472 -1.5283 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 -1.1142 3.1933 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -2.1472 -0.6623 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 -2.2105 -2.3546 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0056 -1.3625 0.0000 O 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 12 2 0 0 0 0 6 12 1 0 0 0 0 7 8 2 0 0 0 0 7 11 1 0 0 0 0 8 13 1 0 0 0 0 9 11 2 0 0 0 0 9 14 1 0 0 0 0 10 15 1 0 0 0 0 10 16 1 0 0 0 0 11 17 1 0 0 0 0 12 19 1 0 0 0 0 13 14 2 0 0 0 0 13 18 1 0 0 0 0 14 19 1 0 0 0 0 15 18 1 0 0 0 0 15 20 2 0 0 0 0 16 19 1 0 0 0 0 16 21 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000672
DrugBank	DB00349
ChEMBL	CHEMBL70418
IUPHAR/BPS	7149
PharmaGKB	PA10888
KEGG Drug	D01253
PubChem CID	2789
ChEBI	31413
CAS Number	22316-47-8

Drug Properties

Molecular Weight	300.07
ALogP	-0.3882
MLogP	2.67
XLogP	3.492
HDA	4
HBD	0
Rotatable Bonds	3
TPSA	40.62
RO5 Violation	0