NPASS drugs

Drug Information

Drug ID:	NPD7725
Drug Name:	Terfenadine
Molecular Formula:	C32H41NO2
Canonical SMILES:	OC(c1ccc(cc1)C(C)(C)C)CCCN1CCC(CC1)C(c1ccccc1)(c1ccccc1)O
Standard InCHI:	InChI=1S/C32H41NO2/c1-31(2,3)26-18-16-25(17-19-26)30(34)15-10-22-33-23-20-29(21-24-33)32(35,27-11-6-4-7-12-27)28-13-8-5-9-14-28/h4-9,11-14,16-19,29-30,34-35H,10,15,20-24H2,1-3H3
Standard InCHIKey:	GUGOEEXESWIERI-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD7725

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	96
0.1-0.2	754
0.2-0.3	1503
0.3-0.4	5353
0.4-0.5	13433
0.5-0.6	8379
0.6-0.7	1300
0.7-0.8	69
0.8-0.85	0
0.85-0.9	2
0.9-0.95	1
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
High Similarity	0.9032	NPC313663
High Similarity	0.8522	NPC65855
High Similarity	0.8522	NPC292758
Intermediate Similarity	0.7845	NPC19856
Intermediate Similarity	0.7731	NPC472979
Intermediate Similarity	0.7731	NPC27252
Intermediate Similarity	0.7687	NPC132847
Intermediate Similarity	0.7674	NPC307020
Intermediate Similarity	0.7594	NPC89769
Intermediate Similarity	0.7594	NPC126859
Intermediate Similarity	0.7594	NPC259665
Intermediate Similarity	0.7583	NPC472980
Intermediate Similarity	0.7576	NPC40488
Intermediate Similarity	0.7563	NPC243601
Intermediate Similarity	0.7538	NPC285394
Intermediate Similarity	0.7521	NPC214200
Intermediate Similarity	0.7521	NPC64642
Intermediate Similarity	0.7521	NPC472982
Intermediate Similarity	0.7521	NPC228400
Intermediate Similarity	0.7521	NPC149455
Intermediate Similarity	0.7411	NPC1793
Intermediate Similarity	0.7391	NPC316906
Intermediate Similarity	0.7388	NPC124802
Intermediate Similarity	0.7385	NPC109151
Intermediate Similarity	0.7353	NPC3202
Intermediate Similarity	0.7339	NPC471188
Intermediate Similarity	0.7313	NPC8305
Intermediate Similarity	0.7313	NPC268763
Intermediate Similarity	0.7313	NPC66177
Intermediate Similarity	0.7254	NPC473922
Intermediate Similarity	0.7194	NPC478140
Intermediate Similarity	0.7188	NPC472862
Intermediate Similarity	0.7167	NPC327226
Intermediate Similarity	0.7153	NPC44649
Intermediate Similarity	0.7153	NPC328824
Intermediate Similarity	0.7143	NPC474211
Intermediate Similarity	0.7143	NPC93843
Intermediate Similarity	0.7131	NPC211551
Intermediate Similarity	0.713	NPC79917
Intermediate Similarity	0.7101	NPC149379
Intermediate Similarity	0.7099	NPC321133
Intermediate Similarity	0.7083	NPC316797
Intermediate Similarity	0.7054	NPC469663
Intermediate Similarity	0.7054	NPC474354
Intermediate Similarity	0.7054	NPC212891
Intermediate Similarity	0.7054	NPC242764
Intermediate Similarity	0.7054	NPC105141
Intermediate Similarity	0.7054	NPC92
Intermediate Similarity	0.7049	NPC147000
Intermediate Similarity	0.7049	NPC56168
Intermediate Similarity	0.7049	NPC304761
Intermediate Similarity	0.7049	NPC150254
Intermediate Similarity	0.7049	NPC226778
Intermediate Similarity	0.7045	NPC316896
Intermediate Similarity	0.7042	NPC150712
Intermediate Similarity	0.7034	NPC475578
Intermediate Similarity	0.7	NPC475598
Intermediate Similarity	0.7	NPC49577
Intermediate Similarity	0.7	NPC9687
Intermediate Similarity	0.7	NPC474811
Intermediate Similarity	0.7	NPC260045
Intermediate Similarity	0.7	NPC293377
Intermediate Similarity	0.7	NPC273907
Intermediate Similarity	0.7	NPC79465
Intermediate Similarity	0.7	NPC474787
Intermediate Similarity	0.7	NPC476102
Intermediate Similarity	0.7	NPC475318
Intermediate Similarity	0.7	NPC151706
Intermediate Similarity	0.7	NPC90194
Intermediate Similarity	0.7	NPC118099
Intermediate Similarity	0.7	NPC474855
Intermediate Similarity	0.7	NPC76785
Remote Similarity	0.6992	NPC471133
Remote Similarity	0.6984	NPC475002
Remote Similarity	0.6984	NPC95126
Remote Similarity	0.6983	NPC220596
Remote Similarity	0.698	NPC275839
Remote Similarity	0.6975	NPC324602
Remote Similarity	0.697	NPC326232
Remote Similarity	0.6964	NPC304538
Remote Similarity	0.6964	NPC168855
Remote Similarity	0.6949	NPC20142
Remote Similarity	0.6949	NPC215351
Remote Similarity	0.694	NPC472415
Remote Similarity	0.6939	NPC476757
Remote Similarity	0.6929	NPC325568
Remote Similarity	0.6923	NPC308311
Remote Similarity	0.6923	NPC477137
Remote Similarity	0.6923	NPC219112
Remote Similarity	0.6923	NPC38893
Remote Similarity	0.6923	NPC128645
Remote Similarity	0.6917	NPC303611
Remote Similarity	0.6917	NPC290515
Remote Similarity	0.6917	NPC108606
Remote Similarity	0.6917	NPC226096
Remote Similarity	0.6917	NPC164514
Remote Similarity	0.6912	NPC65310
Remote Similarity	0.6906	NPC42423
Remote Similarity	0.6905	NPC158854
Remote Similarity	0.6903	NPC99482
Remote Similarity	0.6889	NPC77691
Remote Similarity	0.6875	NPC228425
Remote Similarity	0.687	NPC45794
Remote Similarity	0.687	NPC477136
Remote Similarity	0.6866	NPC291027
Remote Similarity	0.6866	NPC317474
Remote Similarity	0.6866	NPC84281
Remote Similarity	0.6866	NPC369
Remote Similarity	0.6866	NPC169485
Remote Similarity	0.6866	NPC213126
Remote Similarity	0.6866	NPC293831
Remote Similarity	0.6855	NPC471186
Remote Similarity	0.6853	NPC153007
Remote Similarity	0.685	NPC133308
Remote Similarity	0.6846	NPC147179
Remote Similarity	0.6846	NPC192948
Remote Similarity	0.6846	NPC35797
Remote Similarity	0.6842	NPC133389
Remote Similarity	0.6842	NPC217801
Remote Similarity	0.6842	NPC234337
Remote Similarity	0.6842	NPC183339
Remote Similarity	0.6838	NPC477248
Remote Similarity	0.6838	NPC477249
Remote Similarity	0.6838	NPC472414
Remote Similarity	0.6835	NPC183722
Remote Similarity	0.6833	NPC33168
Remote Similarity	0.6818	NPC471671
Remote Similarity	0.6818	NPC164649
Remote Similarity	0.6818	NPC254233
Remote Similarity	0.6818	NPC48342
Remote Similarity	0.6815	NPC182333
Remote Similarity	0.6815	NPC273336
Remote Similarity	0.6815	NPC174977
Remote Similarity	0.6815	NPC478058
Remote Similarity	0.6815	NPC71094
Remote Similarity	0.6814	NPC95429
Remote Similarity	0.6812	NPC71271
Remote Similarity	0.6809	NPC64897
Remote Similarity	0.6809	NPC90693
Remote Similarity	0.6807	NPC58674
Remote Similarity	0.6803	NPC469457
Remote Similarity	0.6803	NPC294741
Remote Similarity	0.6803	NPC469481
Remote Similarity	0.6803	NPC289117
Remote Similarity	0.6797	NPC111108
Remote Similarity	0.6794	NPC308828
Remote Similarity	0.6794	NPC471668
Remote Similarity	0.6788	NPC278097
Remote Similarity	0.6786	NPC99394
Remote Similarity	0.6786	NPC283012
Remote Similarity	0.6786	NPC87299
Remote Similarity	0.6786	NPC329319
Remote Similarity	0.6786	NPC103326
Remote Similarity	0.6786	NPC475199
Remote Similarity	0.6774	NPC315794
Remote Similarity	0.6774	NPC323810
Remote Similarity	0.6769	NPC221275
Remote Similarity	0.6769	NPC268160
Remote Similarity	0.6767	NPC469644
Remote Similarity	0.6767	NPC126002
Remote Similarity	0.6767	NPC93071
Remote Similarity	0.6765	NPC473938
Remote Similarity	0.6752	NPC233650
Remote Similarity	0.6748	NPC51015
Remote Similarity	0.6742	NPC304510
Remote Similarity	0.6742	NPC172219
Remote Similarity	0.6739	NPC5486
Remote Similarity	0.6721	NPC132078
Remote Similarity	0.6721	NPC78119
Remote Similarity	0.6721	NPC216468
Remote Similarity	0.6721	NPC92730
Remote Similarity	0.6721	NPC51333
Remote Similarity	0.6719	NPC474149
Remote Similarity	0.6718	NPC469719
Remote Similarity	0.6709	NPC169743
Remote Similarity	0.6709	NPC134858
Remote Similarity	0.6696	NPC117180
Remote Similarity	0.6696	NPC133050
Remote Similarity	0.6693	NPC11554
Remote Similarity	0.6692	NPC1986
Remote Similarity	0.6692	NPC9592
Remote Similarity	0.6692	NPC48781
Remote Similarity	0.6692	NPC474544
Remote Similarity	0.6692	NPC469609
Remote Similarity	0.6691	NPC17374
Remote Similarity	0.6691	NPC255026
Remote Similarity	0.6691	NPC295478
Remote Similarity	0.6691	NPC469666
Remote Similarity	0.6691	NPC116057
Remote Similarity	0.6667	NPC247858
Remote Similarity	0.6667	NPC213730
Remote Similarity	0.6667	NPC328504
Remote Similarity	0.6667	NPC142326
Remote Similarity	0.6667	NPC257540
Remote Similarity	0.6667	NPC273830
Remote Similarity	0.6667	NPC94751
Remote Similarity	0.6667	NPC471189
Remote Similarity	0.6667	NPC137496
Remote Similarity	0.6667	NPC199567
Remote Similarity	0.6667	NPC472981

Drug Structure

NPD7725 OpenBabel08211712032D 37 40 0 0 1 0 0 0 0 0999 V2000 -6.0622 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.5622 -0.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.0622 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0981 -4.0981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5981 -3.2321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0981 -4.0981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -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 1.0981 -2.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -3.2321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -3.0000 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 -1.0000 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 -4.3301 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -1.0000 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 1.7321 0.0000 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 0.0000 -1.0000 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 -3.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0981 -2.3660 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 1.7321 -1.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -6.0622 0.5000 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 0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -0.6340 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.0981 -0.6340 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 31 1 0 0 0 0 2 31 1 0 0 0 0 3 31 1 0 0 0 0 4 6 2 0 0 0 0 4 7 1 0 0 0 0 5 8 2 0 0 0 0 5 9 1 0 0 0 0 6 11 1 0 0 0 0 7 12 2 0 0 0 0 8 13 1 0 0 0 0 9 14 2 0 0 0 0 10 15 1 0 0 0 0 10 22 1 0 0 0 0 11 27 2 0 0 0 0 12 27 1 0 0 0 0 13 28 2 0 0 0 0 14 28 1 0 0 0 0 15 30 1 0 0 0 0 16 18 1 0 0 0 0 16 25 2 0 0 0 0 17 19 2 0 0 0 0 17 25 1 0 0 0 0 18 26 2 0 0 0 0 19 26 1 0 0 0 0 20 23 1 0 0 0 0 20 29 1 0 0 0 0 21 24 1 0 0 0 0 21 29 1 0 0 0 0 22 33 1 0 0 0 0 23 33 1 0 0 0 0 24 33 1 0 0 0 0 25 30 1 0 0 0 0 26 31 1 0 0 0 0 27 32 1 0 0 0 0 28 32 1 0 0 0 0 29 32 1 0 0 0 0 30 34 1 0 0 0 0 32 35 1 0 0 0 0 34 36 1 0 0 0 0 35 37 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000102
DrugBank	DB00342
ChEMBL	CHEMBL17157
IUPHAR/BPS	2608
PharmaGKB	PA451619
KEGG Drug	D00521
PubChem CID	5405
ChEBI	9453
CAS Number	50679-08-8

Drug Properties

Molecular Weight	471.31
ALogP	-1.1098
MLogP	4.65
XLogP	10.897
HDA	3
HBD	2
Rotatable Bonds	14
TPSA	43.7
RO5 Violation	1