NPASS drugs

Drug Information

Drug ID:	NPD2382
Drug Name:	Mefloquine; AD-452
Molecular Formula:	C17H16F6N2O
Canonical SMILES:	O[C@@H](c1cc(nc2c1cccc2C(F)(F)F)C(F)(F)F)[C@H]1CCCCN1
Standard InCHI:	InChI=1S/C17H16F6N2O/c18-16(19,20)11-5-3-4-9-10(15(26)12-6-1-2-7-24-12)8-13(17(21,22)23)25-14(9)11/h3-5,8,12,15,24,26H,1-2,6-7H2/t12-,15+/m1/s1
Standard InCHIKey:	XEEQGYMUWCZPDN-DOMZBBRYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD2382

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	273
0.1-0.2	1525
0.2-0.3	9670
0.3-0.4	11980
0.4-0.5	3982
0.5-0.6	1987
0.6-0.7	1198
0.7-0.8	269
0.8-0.85	4
0.85-0.9	2
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
High Similarity	0.858	NPC150048
High Similarity	0.858	NPC203754
Intermediate Similarity	0.8246	NPC34508
Intermediate Similarity	0.8176	NPC317430
Intermediate Similarity	0.8057	NPC270009
Intermediate Similarity	0.8	NPC293472
Intermediate Similarity	0.7966	NPC192270
Intermediate Similarity	0.7955	NPC472443
Intermediate Similarity	0.7917	NPC141353
Intermediate Similarity	0.7895	NPC102423
Intermediate Similarity	0.7874	NPC158129
Intermediate Similarity	0.7865	NPC314394
Intermediate Similarity	0.7829	NPC472123
Intermediate Similarity	0.7821	NPC472444
Intermediate Similarity	0.7821	NPC472109
Intermediate Similarity	0.7821	NPC472110
Intermediate Similarity	0.7821	NPC19679
Intermediate Similarity	0.7821	NPC48938
Intermediate Similarity	0.7784	NPC189812
Intermediate Similarity	0.7784	NPC329688
Intermediate Similarity	0.7778	NPC131718
Intermediate Similarity	0.7766	NPC249040
Intermediate Similarity	0.7753	NPC133261
Intermediate Similarity	0.7727	NPC313791
Intermediate Similarity	0.7722	NPC139291
Intermediate Similarity	0.7722	NPC472108
Intermediate Similarity	0.7713	NPC32200
Intermediate Similarity	0.7697	NPC326575
Intermediate Similarity	0.7684	NPC472586
Intermediate Similarity	0.7663	NPC95783
Intermediate Similarity	0.7654	NPC232340
Intermediate Similarity	0.7647	NPC470507
Intermediate Similarity	0.7609	NPC46413
Intermediate Similarity	0.7602	NPC469785
Intermediate Similarity	0.7598	NPC151939
Intermediate Similarity	0.7586	NPC311276
Intermediate Similarity	0.7586	NPC476118
Intermediate Similarity	0.7582	NPC472294
Intermediate Similarity	0.7576	NPC477110
Intermediate Similarity	0.7565	NPC477113
Intermediate Similarity	0.7563	NPC469592
Intermediate Similarity	0.7563	NPC471080
Intermediate Similarity	0.7558	NPC469762
Intermediate Similarity	0.7557	NPC154293
Intermediate Similarity	0.7544	NPC38736
Intermediate Similarity	0.7542	NPC134586
Intermediate Similarity	0.7542	NPC472122
Intermediate Similarity	0.7542	NPC24594
Intermediate Similarity	0.7529	NPC16667
Intermediate Similarity	0.7528	NPC259545
Intermediate Similarity	0.7515	NPC187951
Intermediate Similarity	0.7515	NPC37548
Intermediate Similarity	0.7515	NPC288445
Intermediate Similarity	0.7514	NPC126481
Intermediate Similarity	0.7514	NPC230869
Intermediate Similarity	0.7513	NPC165349
Intermediate Similarity	0.7513	NPC329708
Intermediate Similarity	0.7513	NPC47059
Intermediate Similarity	0.7513	NPC118832
Intermediate Similarity	0.7513	NPC264166
Intermediate Similarity	0.7513	NPC274291
Intermediate Similarity	0.75	NPC211997
Intermediate Similarity	0.75	NPC285469
Intermediate Similarity	0.75	NPC54988
Intermediate Similarity	0.7487	NPC477111
Intermediate Similarity	0.7486	NPC476446
Intermediate Similarity	0.7486	NPC469813
Intermediate Similarity	0.7486	NPC78375
Intermediate Similarity	0.7474	NPC265576
Intermediate Similarity	0.746	NPC205403
Intermediate Similarity	0.7458	NPC63751
Intermediate Similarity	0.7458	NPC44161
Intermediate Similarity	0.7458	NPC201700
Intermediate Similarity	0.7446	NPC476319
Intermediate Similarity	0.7444	NPC288785
Intermediate Similarity	0.7443	NPC470508
Intermediate Similarity	0.7442	NPC207726
Intermediate Similarity	0.7423	NPC470500
Intermediate Similarity	0.7423	NPC470505
Intermediate Similarity	0.7418	NPC472105
Intermediate Similarity	0.7418	NPC300688
Intermediate Similarity	0.7418	NPC478032
Intermediate Similarity	0.7418	NPC187827
Intermediate Similarity	0.7413	NPC469594
Intermediate Similarity	0.7411	NPC5145
Intermediate Similarity	0.7401	NPC49954
Intermediate Similarity	0.7401	NPC474561
Intermediate Similarity	0.7398	NPC475910
Intermediate Similarity	0.7386	NPC40779
Intermediate Similarity	0.7386	NPC194640
Intermediate Similarity	0.7384	NPC259644
Intermediate Similarity	0.7384	NPC73952
Intermediate Similarity	0.7384	NPC469760
Intermediate Similarity	0.7384	NPC469765
Intermediate Similarity	0.7384	NPC25008
Intermediate Similarity	0.7384	NPC469763
Intermediate Similarity	0.7384	NPC469786
Intermediate Similarity	0.7371	NPC81229
Intermediate Similarity	0.7371	NPC255229
Intermediate Similarity	0.7371	NPC279918
Intermediate Similarity	0.7365	NPC60553
Intermediate Similarity	0.736	NPC469589
Intermediate Similarity	0.7354	NPC474177
Intermediate Similarity	0.7349	NPC88097
Intermediate Similarity	0.7341	NPC80597
Intermediate Similarity	0.7341	NPC211572
Intermediate Similarity	0.7341	NPC70922
Intermediate Similarity	0.7341	NPC75540
Intermediate Similarity	0.7341	NPC212376
Intermediate Similarity	0.7337	NPC220765
Intermediate Similarity	0.733	NPC47298
Intermediate Similarity	0.733	NPC315214
Intermediate Similarity	0.733	NPC282231
Intermediate Similarity	0.7322	NPC198339
Intermediate Similarity	0.7322	NPC15840
Intermediate Similarity	0.7318	NPC280548
Intermediate Similarity	0.7316	NPC133366
Intermediate Similarity	0.7314	NPC84508
Intermediate Similarity	0.7314	NPC67056
Intermediate Similarity	0.7312	NPC171171
Intermediate Similarity	0.731	NPC124005
Intermediate Similarity	0.7306	NPC329793
Intermediate Similarity	0.7303	NPC160105
Intermediate Similarity	0.7302	NPC324149
Intermediate Similarity	0.7302	NPC99666
Intermediate Similarity	0.7297	NPC284678
Intermediate Similarity	0.7297	NPC204717
Intermediate Similarity	0.7292	NPC50503
Intermediate Similarity	0.7288	NPC32028
Intermediate Similarity	0.7288	NPC159319
Intermediate Similarity	0.7287	NPC469470
Intermediate Similarity	0.7287	NPC469501
Intermediate Similarity	0.7283	NPC233936
Intermediate Similarity	0.7278	NPC242556
Intermediate Similarity	0.7273	NPC317030
Intermediate Similarity	0.7273	NPC476116
Intermediate Similarity	0.7273	NPC473320
Intermediate Similarity	0.7268	NPC215795
Intermediate Similarity	0.7268	NPC88363
Intermediate Similarity	0.7268	NPC176199
Intermediate Similarity	0.7268	NPC72980
Intermediate Similarity	0.7267	NPC24678
Intermediate Similarity	0.7267	NPC105818
Intermediate Similarity	0.7258	NPC15102
Intermediate Similarity	0.7258	NPC314002
Intermediate Similarity	0.7251	NPC21605
Intermediate Similarity	0.7241	NPC471458
Intermediate Similarity	0.724	NPC232130
Intermediate Similarity	0.7238	NPC97525
Intermediate Similarity	0.7235	NPC159856
Intermediate Similarity	0.7234	NPC175474
Intermediate Similarity	0.7232	NPC471177
Intermediate Similarity	0.7232	NPC124542
Intermediate Similarity	0.7232	NPC59779
Intermediate Similarity	0.7231	NPC328596
Intermediate Similarity	0.7231	NPC328318
Intermediate Similarity	0.7222	NPC473764
Intermediate Similarity	0.7222	NPC314940
Intermediate Similarity	0.7219	NPC474707
Intermediate Similarity	0.7216	NPC313985
Intermediate Similarity	0.7216	NPC195461
Intermediate Similarity	0.7216	NPC81654
Intermediate Similarity	0.7216	NPC49196
Intermediate Similarity	0.7216	NPC249150
Intermediate Similarity	0.7216	NPC79129
Intermediate Similarity	0.7213	NPC217372
Intermediate Similarity	0.7213	NPC15573
Intermediate Similarity	0.7213	NPC59269
Intermediate Similarity	0.7213	NPC183662
Intermediate Similarity	0.7213	NPC68354
Intermediate Similarity	0.7208	NPC475288
Intermediate Similarity	0.7208	NPC472111
Intermediate Similarity	0.7204	NPC190007
Intermediate Similarity	0.7198	NPC275305
Intermediate Similarity	0.7198	NPC37423
Intermediate Similarity	0.7194	NPC476098
Intermediate Similarity	0.7182	NPC470498
Intermediate Similarity	0.7182	NPC6982
Intermediate Similarity	0.7181	NPC204565
Intermediate Similarity	0.7181	NPC46580
Intermediate Similarity	0.7174	NPC219336
Intermediate Similarity	0.7169	NPC325252
Intermediate Similarity	0.7166	NPC62510
Intermediate Similarity	0.7166	NPC94943
Intermediate Similarity	0.7157	NPC475070
Intermediate Similarity	0.7151	NPC163055
Intermediate Similarity	0.715	NPC475422
Intermediate Similarity	0.7143	NPC183407
Intermediate Similarity	0.7143	NPC474409
Intermediate Similarity	0.7143	NPC471294
Intermediate Similarity	0.7143	NPC314603
Intermediate Similarity	0.7143	NPC246700
Intermediate Similarity	0.7143	NPC65215
Intermediate Similarity	0.7143	NPC128751
Intermediate Similarity	0.7143	NPC173028
Intermediate Similarity	0.7136	NPC314957
Intermediate Similarity	0.7136	NPC87755
Intermediate Similarity	0.7135	NPC314372
Intermediate Similarity	0.7135	NPC195314
Intermediate Similarity	0.7134	NPC256893

Drug Structure

NPD2382 OpenBabel08211702172D 28 30 0 0 1 0 0 0 0 0999 V2000 4.3301 0.5000 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 -0.0000 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -2.5000 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 5.1962 -1.0000 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 1.7321 -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 3.4641 -1.0000 0.0000 C 0 0 2 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 2.5981 -1.5000 0.0000 C 0 0 1 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 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7321 -1.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -2.2321 -1.8660 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 0.3660 2.3660 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -0.1340 1.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 2.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -1.5000 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 2.5981 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -2.5000 0.0000 H 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 1 2 1 0 0 0 0 1 6 1 0 0 0 0 2 7 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 9 1 0 0 0 0 5 11 2 0 0 0 0 6 12 1 0 0 0 0 7 24 1 0 0 0 0 8 10 2 0 0 0 0 8 13 1 0 0 0 0 9 10 1 0 0 0 0 9 14 2 0 0 0 0 10 15 1 0 0 0 0 11 14 1 0 0 0 0 11 16 1 0 0 0 0 12 15 1 1 0 0 0 12 24 1 0 0 0 0 13 17 1 0 0 0 0 13 25 2 0 0 0 0 14 25 1 0 0 0 0 15 26 1 1 0 0 0 16 18 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 17 22 1 0 0 0 0 17 23 1 0 0 0 0 24 27 1 0 0 0 0 26 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP001310; DIB008498
DrugBank
ChEMBL
IUPHAR/BPS	4252
PharmaGKB
KEGG Drug
PubChem CID	40692
ChEBI
CAS Number

Drug Properties

Molecular Weight	378.12
ALogP	0.3623
MLogP	2.34
XLogP	5.173
HDA	3
HBD	2
Rotatable Bonds	11
TPSA	45.15
RO5 Violation	1