NPASS drugs

Drug Information

Drug ID:	NPD1068
Drug Name:	Ambroxol
Molecular Formula:	C13H18Br2N2O
Canonical SMILES:	O[C@@H]1CC[C@H](CC1)NCc1cc(Br)cc(c1N)Br
Standard InCHI:	InChI=1S/C13H18Br2N2O/c14-9-5-8(13(16)12(15)6-9)7-17-10-1-3-11(18)4-2-10/h5-6,10-11,17-18H,1-4,7,16H2/t10-,11-
Standard InCHIKey:	JBDGDEWWOUBZPM-XYPYZODXSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; DrugBank

Structural Similarity Between NPASS Natural Products and NPD1068

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	147
0.1-0.2	1567
0.2-0.3	11020
0.3-0.4	12941
0.4-0.5	4328
0.5-0.6	862
0.6-0.7	25
0.7-0.8	0
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
Remote Similarity	0.6594	NPC101139
Remote Similarity	0.6446	NPC109447
Remote Similarity	0.641	NPC472103
Remote Similarity	0.641	NPC311330
Remote Similarity	0.6329	NPC264589
Remote Similarity	0.6233	NPC283130
Remote Similarity	0.6233	NPC328683
Remote Similarity	0.6225	NPC476685
Remote Similarity	0.6225	NPC476689
Remote Similarity	0.6225	NPC476687
Remote Similarity	0.6221	NPC225857
Remote Similarity	0.6199	NPC64055
Remote Similarity	0.6199	NPC288074
Remote Similarity	0.617	NPC115803
Remote Similarity	0.6149	NPC94174
Remote Similarity	0.6148	NPC304761
Remote Similarity	0.6148	NPC147000
Remote Similarity	0.6148	NPC150254
Remote Similarity	0.6148	NPC226778
Remote Similarity	0.6093	NPC226662
Remote Similarity	0.6012	NPC472102
Remote Similarity	0.6012	NPC309531
Remote Similarity	0.6	NPC327226
Remote Similarity	0.6	NPC291610
Remote Similarity	0.6	NPC169016
Remote Similarity	0.5976	NPC475763
Remote Similarity	0.5972	NPC313673
Remote Similarity	0.5962	NPC470471
Remote Similarity	0.5944	NPC205652
Remote Similarity	0.5941	NPC113056
Remote Similarity	0.5941	NPC138293
Remote Similarity	0.5939	NPC47672
Remote Similarity	0.5928	NPC233926
Remote Similarity	0.5915	NPC13526
Remote Similarity	0.5909	NPC108339
Remote Similarity	0.5901	NPC470472
Remote Similarity	0.5899	NPC37584
Remote Similarity	0.5896	NPC290515
Remote Similarity	0.5896	NPC164514
Remote Similarity	0.5896	NPC303611
Remote Similarity	0.5896	NPC226096
Remote Similarity	0.5896	NPC108606
Remote Similarity	0.5886	NPC474673
Remote Similarity	0.5886	NPC470470
Remote Similarity	0.5878	NPC475915
Remote Similarity	0.5874	NPC59387
Remote Similarity	0.5849	NPC243162
Remote Similarity	0.5846	NPC78154
Remote Similarity	0.5844	NPC474087
Remote Similarity	0.5843	NPC469711
Remote Similarity	0.5839	NPC178681
Remote Similarity	0.5833	NPC156311
Remote Similarity	0.5833	NPC470550
Remote Similarity	0.5828	NPC272463
Remote Similarity	0.5828	NPC472100
Remote Similarity	0.5818	NPC76412
Remote Similarity	0.5811	NPC161052
Remote Similarity	0.5811	NPC258787
Remote Similarity	0.5811	NPC326232
Remote Similarity	0.5809	NPC228400
Remote Similarity	0.5809	NPC214200
Remote Similarity	0.5808	NPC232798
Remote Similarity	0.5793	NPC212799
Remote Similarity	0.5789	NPC20142
Remote Similarity	0.5789	NPC215351
Remote Similarity	0.5789	NPC329430
Remote Similarity	0.5781	NPC470505
Remote Similarity	0.5769	NPC476250
Remote Similarity	0.5763	NPC121903
Remote Similarity	0.5759	NPC267508
Remote Similarity	0.5753	NPC147957
Remote Similarity	0.5752	NPC72473
Remote Similarity	0.5752	NPC58827
Remote Similarity	0.5752	NPC476950
Remote Similarity	0.5752	NPC307437
Remote Similarity	0.575	NPC128877
Remote Similarity	0.5745	NPC302790
Remote Similarity	0.5741	NPC308571
Remote Similarity	0.5736	NPC262295
Remote Similarity	0.5733	NPC132146
Remote Similarity	0.573	NPC243716
Remote Similarity	0.5723	NPC287358
Remote Similarity	0.5714	NPC40488
Remote Similarity	0.5714	NPC259098
Remote Similarity	0.5714	NPC197680
Remote Similarity	0.5706	NPC329688
Remote Similarity	0.5706	NPC130797
Remote Similarity	0.5706	NPC189812
Remote Similarity	0.5706	NPC78530
Remote Similarity	0.5705	NPC473724
Remote Similarity	0.5704	NPC24777
Remote Similarity	0.5704	NPC65855
Remote Similarity	0.5704	NPC292758
Remote Similarity	0.5698	NPC85651
Remote Similarity	0.5698	NPC472121
Remote Similarity	0.5697	NPC316069
Remote Similarity	0.5686	NPC110131
Remote Similarity	0.568	NPC34844
Remote Similarity	0.5674	NPC79618
Remote Similarity	0.5669	NPC119677
Remote Similarity	0.5661	NPC262898
Remote Similarity	0.566	NPC235633
Remote Similarity	0.5659	NPC258046
Remote Similarity	0.5647	NPC469785
Remote Similarity	0.5645	NPC12857
Remote Similarity	0.5639	NPC108800
Remote Similarity	0.5634	NPC164802
Remote Similarity	0.5633	NPC316104
Remote Similarity	0.5633	NPC162417
Remote Similarity	0.5633	NPC184437
Remote Similarity	0.5633	NPC313352
Remote Similarity	0.5633	NPC253476
Remote Similarity	0.563	NPC471319
Remote Similarity	0.563	NPC471320
Remote Similarity	0.5629	NPC318086
Remote Similarity	0.5625	NPC475935
Remote Similarity	0.5625	NPC94211
Remote Similarity	0.5625	NPC472118
Remote Similarity	0.5625	NPC52909
Remote Similarity	0.5621	NPC325013
Remote Similarity	0.5618	NPC475097
Remote Similarity	0.5617	NPC43477
Remote Similarity	0.5617	NPC22082
Remote Similarity	0.5617	NPC186284
Remote Similarity	0.5614	NPC469762
Remote Similarity	0.5613	NPC101372
Remote Similarity	0.5608	NPC179701
Remote Similarity	0.5608	NPC313449
Remote Similarity	0.5607	NPC176983
Remote Similarity	0.5607	NPC286871
Remote Similarity	0.5606	NPC191444
Remote Similarity	0.5605	NPC475735
Remote Similarity	0.56	NPC279385
Remote Similarity	0.56	NPC316582
Remote Similarity	0.56	NPC179605

Drug Structure

NPD1068 OpenBabel08201723592D 22 23 0 0 1 0 0 0 0 0999 V2000 -2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 1.5000 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 -0.8660 1.5000 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 -1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.3301 0.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 0.0000 Br 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 Br 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 1 10 1 0 0 0 0 2 4 1 0 0 0 0 2 10 1 0 0 0 0 3 11 1 0 0 0 0 4 11 1 0 0 0 0 5 8 2 0 0 0 0 5 9 1 0 0 0 0 6 9 2 0 0 0 0 6 12 1 0 0 0 0 7 8 1 0 0 0 0 7 17 1 0 0 0 0 8 13 1 0 0 0 0 9 14 1 0 0 0 0 10 17 1 1 0 0 0 11 18 1 6 0 0 0 12 13 2 0 0 0 0 12 15 1 0 0 0 0 13 16 1 0 0 0 0 16 19 1 0 0 0 0 16 20 1 0 0 0 0 17 21 1 0 0 0 0 18 22 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB003236
DrugBank	DB06742
ChEMBL	CHEMBL153479
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI	135590
CAS Number	18683-91-5

Drug Properties

Molecular Weight	375.98
ALogP	-1.0942
MLogP	2.34
XLogP	2.524
HDA	3
HBD	3
Rotatable Bonds	7
TPSA	58.28
RO5 Violation	0