NPASS drugs

Drug Information

Drug ID:	NPD1377
Drug Name:	Bromhexine Hydrochloride
Molecular Formula:	C14H20Br2N2.ClH
Canonical SMILES:	Brc1cc(CN(C2CCCCC2)C)c(c(c1)Br)N.Cl
Standard InCHI:	InChI=1S/C14H20Br2N2.ClH/c1-18(12-5-3-2-4-6-12)9-10-7-11(15)8-13(16)14(10)17;/h7-8,12H,2-6,9,17H2,1H3;1H
Standard InCHIKey:	UCDKONUHZNTQPY-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD1377

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	508
0.1-0.2	7317
0.2-0.3	13058
0.3-0.4	6974
0.4-0.5	2534
0.5-0.6	452
0.6-0.7	46
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	0.7155	NPC291610
Remote Similarity	0.6607	NPC262295
Remote Similarity	0.6589	NPC313449
Remote Similarity	0.6532	NPC164802
Remote Similarity	0.6512	NPC313673
Remote Similarity	0.6509	NPC271642
Remote Similarity	0.6486	NPC169016
Remote Similarity	0.6439	NPC161052
Remote Similarity	0.6439	NPC258787
Remote Similarity	0.6415	NPC98976
Remote Similarity	0.6404	NPC111233
Remote Similarity	0.6391	NPC475915
Remote Similarity	0.6389	NPC12857
Remote Similarity	0.6379	NPC470926
Remote Similarity	0.6343	NPC132146
Remote Similarity	0.6338	NPC267508
Remote Similarity	0.6325	NPC108800
Remote Similarity	0.6293	NPC191444
Remote Similarity	0.6288	NPC264580
Remote Similarity	0.6279	NPC187036
Remote Similarity	0.6279	NPC296163
Remote Similarity	0.627	NPC302790
Remote Similarity	0.625	NPC119677
Remote Similarity	0.625	NPC104070
Remote Similarity	0.6242	NPC195507
Remote Similarity	0.6218	NPC329430
Remote Similarity	0.6212	NPC192209
Remote Similarity	0.6209	NPC34844
Remote Similarity	0.6207	NPC176858
Remote Similarity	0.619	NPC79618
Remote Similarity	0.6183	NPC288232
Remote Similarity	0.6159	NPC252794
Remote Similarity	0.6154	NPC78154
Remote Similarity	0.6147	NPC98269
Remote Similarity	0.6147	NPC325662
Remote Similarity	0.6144	NPC232798
Remote Similarity	0.6121	NPC30445
Remote Similarity	0.6115	NPC145754
Remote Similarity	0.6101	NPC109447
Remote Similarity	0.6087	NPC258046
Remote Similarity	0.6076	NPC149265
Remote Similarity	0.6068	NPC173991
Remote Similarity	0.6048	NPC239854
Remote Similarity	0.6026	NPC316069
Remote Similarity	0.6	NPC476950
Remote Similarity	0.6	NPC322040
Remote Similarity	0.6	NPC229477
Remote Similarity	0.5965	NPC134825
Remote Similarity	0.5956	NPC316582
Remote Similarity	0.5951	NPC288074
Remote Similarity	0.595	NPC108339
Remote Similarity	0.5948	NPC2272
Remote Similarity	0.5946	NPC316811
Remote Similarity	0.5938	NPC434
Remote Similarity	0.5929	NPC231986
Remote Similarity	0.5909	NPC314141
Remote Similarity	0.5909	NPC139658
Remote Similarity	0.5906	NPC474695
Remote Similarity	0.5888	NPC219246
Remote Similarity	0.5887	NPC478079
Remote Similarity	0.5882	NPC177684
Remote Similarity	0.5882	NPC291962
Remote Similarity	0.5872	NPC113000
Remote Similarity	0.5872	NPC112609
Remote Similarity	0.5872	NPC122327
Remote Similarity	0.5868	NPC469330
Remote Similarity	0.5862	NPC316104
Remote Similarity	0.5862	NPC162417
Remote Similarity	0.5854	NPC64055
Remote Similarity	0.5839	NPC2165
Remote Similarity	0.5839	NPC112373
Remote Similarity	0.5839	NPC280864
Remote Similarity	0.5839	NPC258531
Remote Similarity	0.5839	NPC161956
Remote Similarity	0.5827	NPC328683
Remote Similarity	0.5827	NPC283130
Remote Similarity	0.5809	NPC228515
Remote Similarity	0.5797	NPC257490
Remote Similarity	0.5786	NPC6436
Remote Similarity	0.5783	NPC225857
Remote Similarity	0.5772	NPC130251
Remote Similarity	0.5772	NPC471320
Remote Similarity	0.5772	NPC471319
Remote Similarity	0.5766	NPC226143
Remote Similarity	0.5753	NPC313352
Remote Similarity	0.5742	NPC13526
Remote Similarity	0.5733	NPC301760
Remote Similarity	0.5732	NPC141926
Remote Similarity	0.5732	NPC97343
Remote Similarity	0.5725	NPC179605
Remote Similarity	0.5725	NPC279385
Remote Similarity	0.5724	NPC476689
Remote Similarity	0.5724	NPC476685
Remote Similarity	0.5724	NPC476687
Remote Similarity	0.5714	NPC94174
Remote Similarity	0.5714	NPC290638
Remote Similarity	0.5697	NPC82331
Remote Similarity	0.5694	NPC473417
Remote Similarity	0.5694	NPC9856
Remote Similarity	0.5683	NPC103292
Remote Similarity	0.5679	NPC247987
Remote Similarity	0.5676	NPC301874
Remote Similarity	0.5663	NPC477611
Remote Similarity	0.5658	NPC473868
Remote Similarity	0.5658	NPC63157
Remote Similarity	0.5649	NPC77294
Remote Similarity	0.5649	NPC264589
Remote Similarity	0.5635	NPC323726
Remote Similarity	0.5629	NPC280297
Remote Similarity	0.5625	NPC474430

Drug Structure

NPD1377 OpenBabel08211700192D 21 21 0 0 0 0 0 0 0 0999 V2000 3.9641 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -0.5000 0.0000 Br 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -0.5000 0.0000 Br 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -4.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.6000 -1.7413 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 18 1 0 0 0 0 2 3 1 0 0 0 0 2 4 1 0 0 0 0 3 5 1 0 0 0 0 4 6 1 0 0 0 0 5 12 1 0 0 0 0 6 12 1 0 0 0 0 7 10 2 0 0 0 0 7 11 1 0 0 0 0 8 11 2 0 0 0 0 8 13 1 0 0 0 0 9 10 1 0 0 0 0 9 18 1 0 0 0 0 10 14 1 0 0 0 0 11 15 1 0 0 0 0 12 18 1 0 0 0 0 13 14 2 0 0 0 0 13 16 1 0 0 0 0 14 17 1 0 0 0 0 17 20 1 0 0 0 0 17 21 1 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	374.00
ALogP	-0.3356
MLogP	2.56
XLogP	4.004
HDA	2
HBD	1
Rotatable Bonds	7
TPSA	29.26
RO5 Violation	0