NPASS drugs

Drug Information

Drug ID:	NPD1326
Drug Name:	Frovatriptan
Molecular Formula:	C14H17N3O
Canonical SMILES:	CN[C@H]1Cc2c(CC1)[nH]c1c2cc(cc1)C(=N)O
Standard InCHI:	InChI=1S/C14H17N3O/c1-16-9-3-5-13-11(7-9)10-6-8(14(15)18)2-4-12(10)17-13/h2,4,6,9,16-17H,3,5,7H2,1H3,(H2,15,18)/t9-/m1/s1
Standard InCHIKey:	XPSQPHWEGNHMSK-SECBINFHSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD1326

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	322
0.1-0.2	2165
0.2-0.3	10007
0.3-0.4	11860
0.4-0.5	3155
0.5-0.6	1816
0.6-0.7	985
0.7-0.8	496
0.8-0.85	74
0.85-0.9	10
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	0.8812	NPC16667
High Similarity	0.8797	NPC141353
High Similarity	0.8667	NPC34508
High Similarity	0.8659	NPC280548
High Similarity	0.8571	NPC67056
High Similarity	0.8571	NPC88363
High Similarity	0.8562	NPC285469
High Similarity	0.8519	NPC131718
High Similarity	0.85	NPC207726
High Similarity	0.85	NPC38736
Intermediate Similarity	0.848	NPC190007
Intermediate Similarity	0.8462	NPC270009
Intermediate Similarity	0.843	NPC94943
Intermediate Similarity	0.8421	NPC19679
Intermediate Similarity	0.8421	NPC212535
Intermediate Similarity	0.8391	NPC246700
Intermediate Similarity	0.8364	NPC470508
Intermediate Similarity	0.8363	NPC192270
Intermediate Similarity	0.8354	NPC282231
Intermediate Similarity	0.8353	NPC472443
Intermediate Similarity	0.8353	NPC72980
Intermediate Similarity	0.8333	NPC313791
Intermediate Similarity	0.8313	NPC474561
Intermediate Similarity	0.8313	NPC49954
Intermediate Similarity	0.8303	NPC194640
Intermediate Similarity	0.8303	NPC102423
Intermediate Similarity	0.8293	NPC279918
Intermediate Similarity	0.8284	NPC329688
Intermediate Similarity	0.8284	NPC189812
Intermediate Similarity	0.8263	NPC63751
Intermediate Similarity	0.8263	NPC317430
Intermediate Similarity	0.8258	NPC195314
Intermediate Similarity	0.825	NPC37548
Intermediate Similarity	0.825	NPC124005
Intermediate Similarity	0.825	NPC187951
Intermediate Similarity	0.8239	NPC95783
Intermediate Similarity	0.8235	NPC288785
Intermediate Similarity	0.8232	NPC230869
Intermediate Similarity	0.821	NPC25008
Intermediate Similarity	0.821	NPC469765
Intermediate Similarity	0.821	NPC259644
Intermediate Similarity	0.821	NPC469760
Intermediate Similarity	0.821	NPC469763
Intermediate Similarity	0.821	NPC469786
Intermediate Similarity	0.821	NPC73952
Intermediate Similarity	0.8208	NPC472444
Intermediate Similarity	0.8204	NPC160105
Intermediate Similarity	0.8182	NPC128751
Intermediate Similarity	0.8171	NPC171171
Intermediate Similarity	0.8161	NPC204717
Intermediate Similarity	0.816	NPC75540
Intermediate Similarity	0.816	NPC212376
Intermediate Similarity	0.816	NPC211572
Intermediate Similarity	0.816	NPC80597
Intermediate Similarity	0.816	NPC70922
Intermediate Similarity	0.8136	NPC106833
Intermediate Similarity	0.8136	NPC469497
Intermediate Similarity	0.8118	NPC472123
Intermediate Similarity	0.8118	NPC474409
Intermediate Similarity	0.8114	NPC314002
Intermediate Similarity	0.8114	NPC473189
Intermediate Similarity	0.811	NPC184476
Intermediate Similarity	0.8103	NPC220765
Intermediate Similarity	0.8095	NPC54988
Intermediate Similarity	0.8086	NPC24678
Intermediate Similarity	0.8086	NPC105818
Intermediate Similarity	0.8084	NPC476118
Intermediate Similarity	0.8084	NPC472587
Intermediate Similarity	0.8081	NPC293472
Intermediate Similarity	0.8079	NPC46413
Intermediate Similarity	0.807	NPC472586
Intermediate Similarity	0.8066	NPC153042
Intermediate Similarity	0.8063	NPC159856
Intermediate Similarity	0.8063	NPC314372
Intermediate Similarity	0.8049	NPC470507
Intermediate Similarity	0.8047	NPC201700
Intermediate Similarity	0.8045	NPC99666
Intermediate Similarity	0.8023	NPC46580
Intermediate Similarity	0.8012	NPC129042
Intermediate Similarity	0.8012	NPC314603
Intermediate Similarity	0.8011	NPC476319
Intermediate Similarity	0.8	NPC469785
Intermediate Similarity	0.8	NPC242556
Intermediate Similarity	0.8	NPC194411
Intermediate Similarity	0.7987	NPC179365
Intermediate Similarity	0.7978	NPC32200
Intermediate Similarity	0.7977	NPC59269
Intermediate Similarity	0.7976	NPC311276
Intermediate Similarity	0.7967	NPC243834
Intermediate Similarity	0.7967	NPC70956
Intermediate Similarity	0.7964	NPC473320
Intermediate Similarity	0.7953	NPC6982
Intermediate Similarity	0.7953	NPC158129
Intermediate Similarity	0.7952	NPC469762
Intermediate Similarity	0.7943	NPC314394
Intermediate Similarity	0.7937	NPC190296
Intermediate Similarity	0.7933	NPC83111
Intermediate Similarity	0.7931	NPC215795
Intermediate Similarity	0.7931	NPC219336
Intermediate Similarity	0.7931	NPC176199
Intermediate Similarity	0.7921	NPC317030
Intermediate Similarity	0.791	NPC15102
Intermediate Similarity	0.7907	NPC259545
Intermediate Similarity	0.7904	NPC92796
Intermediate Similarity	0.7904	NPC135141
Intermediate Similarity	0.7898	NPC48938
Intermediate Similarity	0.7898	NPC325252
Intermediate Similarity	0.7874	NPC151939
Intermediate Similarity	0.7874	NPC15573
Intermediate Similarity	0.7874	NPC217372
Intermediate Similarity	0.7874	NPC184964
Intermediate Similarity	0.7874	NPC248454
Intermediate Similarity	0.7874	NPC183662
Intermediate Similarity	0.7871	NPC475450
Intermediate Similarity	0.7865	NPC474707
Intermediate Similarity	0.7865	NPC160381
Intermediate Similarity	0.7861	NPC37423
Intermediate Similarity	0.7861	NPC275305
Intermediate Similarity	0.7857	NPC473587
Intermediate Similarity	0.7857	NPC133366
Intermediate Similarity	0.7853	NPC472294
Intermediate Similarity	0.7838	NPC249040
Intermediate Similarity	0.7836	NPC154293
Intermediate Similarity	0.7829	NPC232340
Intermediate Similarity	0.7821	NPC204565
Intermediate Similarity	0.7816	NPC267885
Intermediate Similarity	0.7806	NPC475428
Intermediate Similarity	0.7806	NPC22079
Intermediate Similarity	0.7803	NPC471294
Intermediate Similarity	0.7802	NPC474177
Intermediate Similarity	0.7797	NPC176127
Intermediate Similarity	0.7797	NPC472108
Intermediate Similarity	0.7797	NPC139291
Intermediate Similarity	0.7792	NPC473762
Intermediate Similarity	0.7785	NPC218268
Intermediate Similarity	0.7784	NPC128823
Intermediate Similarity	0.7778	NPC173028
Intermediate Similarity	0.7778	NPC65215
Intermediate Similarity	0.7772	NPC77555
Intermediate Similarity	0.7771	NPC96890
Intermediate Similarity	0.7771	NPC68354
Intermediate Similarity	0.7766	NPC475070
Intermediate Similarity	0.7765	NPC271734
Intermediate Similarity	0.7765	NPC159319
Intermediate Similarity	0.7759	NPC110500
Intermediate Similarity	0.7759	NPC203468
Intermediate Similarity	0.7759	NPC149155
Intermediate Similarity	0.7758	NPC33421
Intermediate Similarity	0.7754	NPC475112
Intermediate Similarity	0.7754	NPC291535
Intermediate Similarity	0.7754	NPC475085
Intermediate Similarity	0.7753	NPC84478
Intermediate Similarity	0.7742	NPC329747
Intermediate Similarity	0.774	NPC233936
Intermediate Similarity	0.7733	NPC78020
Intermediate Similarity	0.773	NPC306376
Intermediate Similarity	0.7727	NPC213468
Intermediate Similarity	0.7727	NPC126709
Intermediate Similarity	0.7727	NPC248041
Intermediate Similarity	0.7725	NPC471458
Intermediate Similarity	0.7722	NPC198988
Intermediate Similarity	0.7717	NPC242209
Intermediate Similarity	0.7714	NPC134586
Intermediate Similarity	0.7714	NPC56618
Intermediate Similarity	0.7713	NPC476098
Intermediate Similarity	0.7709	NPC188387
Intermediate Similarity	0.7709	NPC163421
Intermediate Similarity	0.7705	NPC307963
Intermediate Similarity	0.7697	NPC163055
Intermediate Similarity	0.7696	NPC476116
Intermediate Similarity	0.7684	NPC469896
Intermediate Similarity	0.7684	NPC193777
Intermediate Similarity	0.7684	NPC300688
Intermediate Similarity	0.768	NPC242928
Intermediate Similarity	0.7676	NPC156704
Intermediate Similarity	0.7676	NPC229332
Intermediate Similarity	0.7674	NPC109447
Intermediate Similarity	0.767	NPC111275
Intermediate Similarity	0.767	NPC211997
Intermediate Similarity	0.7663	NPC205934
Intermediate Similarity	0.7663	NPC43787
Intermediate Similarity	0.7663	NPC276517
Intermediate Similarity	0.7662	NPC250361
Intermediate Similarity	0.7661	NPC40779
Intermediate Similarity	0.7661	NPC32028
Intermediate Similarity	0.7654	NPC63157
Intermediate Similarity	0.7654	NPC473868
Intermediate Similarity	0.7654	NPC165495
Intermediate Similarity	0.765	NPC324149
Intermediate Similarity	0.7647	NPC329793
Intermediate Similarity	0.7644	NPC475910
Intermediate Similarity	0.7644	NPC314957
Intermediate Similarity	0.7641	NPC183407
Intermediate Similarity	0.764	NPC88097
Intermediate Similarity	0.764	NPC71037
Intermediate Similarity	0.764	NPC73767
Intermediate Similarity	0.7637	NPC76748
Intermediate Similarity	0.7637	NPC329858
Intermediate Similarity	0.7636	NPC21605
Intermediate Similarity	0.7636	NPC471957

Drug Structure

NPD1326 OpenBabel08211700192D 22 24 0 0 1 0 0 0 0 0999 V2000 -3.2556 2.9028 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5179 0.4840 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5182 0.4850 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6787 -0.0003 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6792 0.0003 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6791 1.9383 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6788 1.9389 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5181 1.4536 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5180 1.4546 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8394 1.4539 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8393 1.4542 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8392 0.4844 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8395 0.4847 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3573 1.9378 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3050 1.7362 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.3571 1.9392 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 3.0581 2.8594 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.6043 0.8146 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.2423 1.5452 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.0001 -1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.7066 3.5793 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 16 1 0 0 0 0 2 4 2 0 0 0 0 2 8 1 0 0 0 0 3 5 1 0 0 0 0 3 9 1 0 0 0 0 4 12 1 0 0 0 0 5 13 1 0 0 0 0 6 8 2 0 0 0 0 6 10 1 0 0 0 0 7 9 1 0 0 0 0 7 11 1 0 0 0 0 8 14 1 0 0 0 0 9 16 1 1 0 0 0 10 11 1 0 0 0 0 10 12 2 0 0 0 0 11 13 2 0 0 0 0 12 17 1 0 0 0 0 13 17 1 0 0 0 0 14 15 2 0 0 0 0 14 18 1 0 0 0 0 15 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	DAP000063
DrugBank	DB00998
ChEMBL	CHEMBL1279
IUPHAR/BPS	7191
PharmaGKB	PA164754891
KEGG Drug	D07997
PubChem CID	77992
ChEBI	134991
CAS Number	158747-02-5

Drug Properties

Molecular Weight	243.14
ALogP	-0.8405
MLogP	2.56
XLogP	2.16
HDA	4
HBD	4
Rotatable Bonds	4
TPSA	71.9
RO5 Violation	0