NPASS drugs

Drug Information

Drug ID:	NPD484
Drug Name:	Oxitriptan
Molecular Formula:	C11H12N2O3
Canonical SMILES:	OC(=O)[C@H](Cc1c[nH]c2c1cc(O)cc2)N
Standard InCHI:	InChI=1S/C11H12N2O3/c12-9(11(15)16)3-6-5-13-10-2-1-7(14)4-8(6)10/h1-2,4-5,9,13-14H,3,12H2,(H,15,16)/t9-/m0/s1
Standard InCHIKey:	LDCYZAJDBXYCGN-VIFPVBQESA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD484

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	278
0.1-0.2	2106
0.2-0.3	10058
0.3-0.4	7907
0.4-0.5	6949
0.5-0.6	1737
0.6-0.7	1209
0.7-0.8	563
0.8-0.85	53
0.85-0.9	20
0.9-0.95	7
0.95-1	3

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	1.0	NPC45459
High Similarity	1.0	NPC315491
High Similarity	0.9558	NPC213308
High Similarity	0.9392	NPC156704
High Similarity	0.9251	NPC88008
High Similarity	0.9157	NPC314002
High Similarity	0.9153	NPC220765
High Similarity	0.9101	NPC204717
High Similarity	0.9091	NPC476098
High Similarity	0.9	NPC171171
High Similarity	0.8927	NPC184964
High Similarity	0.8865	NPC276517
High Similarity	0.8859	NPC99666
High Similarity	0.8814	NPC203468
High Similarity	0.8814	NPC149155
High Similarity	0.8814	NPC110500
High Similarity	0.8764	NPC267885
High Similarity	0.8705	NPC171787
High Similarity	0.867	NPC77555
High Similarity	0.8667	NPC126709
High Similarity	0.8667	NPC248041
High Similarity	0.8667	NPC283219
High Similarity	0.8643	NPC74360
High Similarity	0.8641	NPC46580
High Similarity	0.8624	NPC306376
High Similarity	0.8622	NPC219087
High Similarity	0.8588	NPC78020
High Similarity	0.8511	NPC307963
High Similarity	0.8508	NPC111275
High Similarity	0.8507	NPC276657
Intermediate Similarity	0.8486	NPC235684
Intermediate Similarity	0.8462	NPC270918
Intermediate Similarity	0.8421	NPC251090
Intermediate Similarity	0.8407	NPC84827
Intermediate Similarity	0.8407	NPC145885
Intermediate Similarity	0.8407	NPC14113
Intermediate Similarity	0.8396	NPC296527
Intermediate Similarity	0.8396	NPC32771
Intermediate Similarity	0.8387	NPC315555
Intermediate Similarity	0.8381	NPC15801
Intermediate Similarity	0.8374	NPC473317
Intermediate Similarity	0.8368	NPC326634
Intermediate Similarity	0.8361	NPC55772
Intermediate Similarity	0.8351	NPC76748
Intermediate Similarity	0.831	NPC171393
Intermediate Similarity	0.831	NPC295452
Intermediate Similarity	0.8308	NPC469928
Intermediate Similarity	0.8307	NPC92111
Intermediate Similarity	0.8301	NPC24370
Intermediate Similarity	0.8301	NPC319232
Intermediate Similarity	0.8298	NPC321708
Intermediate Similarity	0.8265	NPC475070
Intermediate Similarity	0.8254	NPC83111
Intermediate Similarity	0.8252	NPC125597
Intermediate Similarity	0.8245	NPC278434
Intermediate Similarity	0.8241	NPC309845
Intermediate Similarity	0.8229	NPC222018
Intermediate Similarity	0.8227	NPC264285
Intermediate Similarity	0.8207	NPC96890
Intermediate Similarity	0.8202	NPC131718
Intermediate Similarity	0.8182	NPC183777
Intermediate Similarity	0.815	NPC5145
Intermediate Similarity	0.8135	NPC242209
Intermediate Similarity	0.8107	NPC60621
Intermediate Similarity	0.8104	NPC207686
Intermediate Similarity	0.8093	NPC90229
Intermediate Similarity	0.809	NPC321428
Intermediate Similarity	0.8075	NPC71037
Intermediate Similarity	0.8066	NPC323752
Intermediate Similarity	0.8065	NPC88363
Intermediate Similarity	0.8051	NPC192315
Intermediate Similarity	0.8041	NPC179701
Intermediate Similarity	0.803	NPC266931
Intermediate Similarity	0.802	NPC82370
Intermediate Similarity	0.8011	NPC15573
Intermediate Similarity	0.8011	NPC102423
Intermediate Similarity	0.8011	NPC183662
Intermediate Similarity	0.8011	NPC217372
Intermediate Similarity	0.801	NPC476167
Intermediate Similarity	0.8009	NPC326363
Intermediate Similarity	0.8	NPC262898
Intermediate Similarity	0.8	NPC62749
Intermediate Similarity	0.8	NPC279918
Intermediate Similarity	0.7981	NPC16352
Intermediate Similarity	0.798	NPC316981
Intermediate Similarity	0.7979	NPC324149
Intermediate Similarity	0.7968	NPC219336
Intermediate Similarity	0.7968	NPC213468
Intermediate Similarity	0.7956	NPC282231
Intermediate Similarity	0.7953	NPC184225
Intermediate Similarity	0.7945	NPC178858
Intermediate Similarity	0.7941	NPC477610
Intermediate Similarity	0.7938	NPC106937
Intermediate Similarity	0.7921	NPC325297
Intermediate Similarity	0.7917	NPC41679
Intermediate Similarity	0.7892	NPC207020
Intermediate Similarity	0.7889	NPC476874
Intermediate Similarity	0.7889	NPC211813
Intermediate Similarity	0.7879	NPC176538
Intermediate Similarity	0.7879	NPC249040
Intermediate Similarity	0.7872	NPC72980
Intermediate Similarity	0.7872	NPC42979
Intermediate Similarity	0.7868	NPC131887
Intermediate Similarity	0.7864	NPC330009
Intermediate Similarity	0.7861	NPC224764
Intermediate Similarity	0.786	NPC325976
Intermediate Similarity	0.786	NPC97902
Intermediate Similarity	0.7854	NPC229348
Intermediate Similarity	0.7845	NPC230869
Intermediate Similarity	0.7843	NPC294375
Intermediate Similarity	0.7842	NPC469358
Intermediate Similarity	0.7835	NPC138370
Intermediate Similarity	0.7826	NPC476041
Intermediate Similarity	0.7826	NPC304926
Intermediate Similarity	0.7826	NPC54988
Intermediate Similarity	0.7826	NPC160105
Intermediate Similarity	0.7826	NPC49954
Intermediate Similarity	0.7826	NPC27041
Intermediate Similarity	0.7826	NPC469727
Intermediate Similarity	0.7826	NPC474561
Intermediate Similarity	0.7824	NPC477549
Intermediate Similarity	0.7822	NPC53344
Intermediate Similarity	0.7822	NPC193238
Intermediate Similarity	0.7817	NPC74153
Intermediate Similarity	0.7788	NPC477609
Intermediate Similarity	0.7788	NPC96321
Intermediate Similarity	0.7784	NPC154339
Intermediate Similarity	0.7784	NPC63751
Intermediate Similarity	0.7778	NPC67288
Intermediate Similarity	0.7778	NPC74969
Intermediate Similarity	0.7778	NPC182222
Intermediate Similarity	0.7772	NPC17059
Intermediate Similarity	0.7772	NPC300156
Intermediate Similarity	0.7772	NPC175602
Intermediate Similarity	0.7756	NPC9894
Intermediate Similarity	0.7755	NPC473821
Intermediate Similarity	0.7754	NPC313791
Intermediate Similarity	0.7754	NPC474409
Intermediate Similarity	0.7753	NPC74619
Intermediate Similarity	0.7753	NPC216369
Intermediate Similarity	0.7749	NPC176127
Intermediate Similarity	0.7732	NPC128751
Intermediate Similarity	0.7732	NPC246700
Intermediate Similarity	0.7729	NPC118228
Intermediate Similarity	0.7727	NPC227582
Intermediate Similarity	0.7723	NPC470500
Intermediate Similarity	0.7723	NPC473376
Intermediate Similarity	0.7716	NPC202812
Intermediate Similarity	0.7708	NPC228835
Intermediate Similarity	0.7707	NPC471304
Intermediate Similarity	0.7696	NPC39679
Intermediate Similarity	0.7696	NPC476465
Intermediate Similarity	0.7692	NPC106833
Intermediate Similarity	0.7692	NPC469497
Intermediate Similarity	0.7689	NPC229893
Intermediate Similarity	0.7689	NPC130570
Intermediate Similarity	0.7685	NPC477113
Intermediate Similarity	0.7684	NPC11126
Intermediate Similarity	0.7684	NPC159856
Intermediate Similarity	0.7677	NPC13880
Intermediate Similarity	0.7675	NPC478006
Intermediate Similarity	0.7665	NPC267343
Intermediate Similarity	0.7665	NPC88315
Intermediate Similarity	0.7664	NPC6215
Intermediate Similarity	0.766	NPC314603
Intermediate Similarity	0.7659	NPC478158
Intermediate Similarity	0.7659	NPC476116
Intermediate Similarity	0.7659	NPC61038
Intermediate Similarity	0.7656	NPC472285
Intermediate Similarity	0.7655	NPC314882
Intermediate Similarity	0.765	NPC293917
Intermediate Similarity	0.7647	NPC473764
Intermediate Similarity	0.7647	NPC283117
Intermediate Similarity	0.7647	NPC314940
Intermediate Similarity	0.7644	NPC469896
Intermediate Similarity	0.7644	NPC478157
Intermediate Similarity	0.7641	NPC213629
Intermediate Similarity	0.7638	NPC272483
Intermediate Similarity	0.7633	NPC110182
Intermediate Similarity	0.763	NPC472099
Intermediate Similarity	0.7626	NPC28945
Intermediate Similarity	0.7626	NPC146724
Intermediate Similarity	0.7624	NPC469765
Intermediate Similarity	0.7624	NPC73952
Intermediate Similarity	0.7624	NPC469760
Intermediate Similarity	0.7624	NPC25008
Intermediate Similarity	0.7624	NPC57398
Intermediate Similarity	0.7624	NPC469763
Intermediate Similarity	0.7624	NPC469786
Intermediate Similarity	0.7624	NPC259644
Intermediate Similarity	0.7622	NPC311276
Intermediate Similarity	0.7622	NPC194640
Intermediate Similarity	0.7617	NPC214142
Intermediate Similarity	0.7612	NPC252338
Intermediate Similarity	0.761	NPC477111
Intermediate Similarity	0.7604	NPC475720
Intermediate Similarity	0.7604	NPC474192
Intermediate Similarity	0.7596	NPC469762
Intermediate Similarity	0.7596	NPC476287
Intermediate Similarity	0.7586	NPC134848

Drug Structure

NPD484 OpenBabel08201723202D 21 22 0 0 1 0 0 0 0 0999 V2000 2.6831 0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8171 -0.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3090 2.5691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8171 1.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5878 0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.6180 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6831 1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2872 2.7770 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.9511 0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5962 3.7281 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9563 2.0339 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 3.5491 1.8090 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.9271 4.4712 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5743 3.9360 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.9344 2.2418 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.6473 1.0828 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.3090 -0.9511 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.4152 1.3090 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.8833 4.8870 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 7 1 0 0 0 0 2 10 1 0 0 0 0 3 6 1 0 0 0 0 4 7 2 0 0 0 0 4 8 1 0 0 0 0 5 6 2 0 0 0 0 5 13 1 0 0 0 0 6 8 1 0 0 0 0 7 14 1 0 0 0 0 8 10 2 0 0 0 0 9 3 1 6 0 0 0 9 11 1 0 0 0 0 9 12 1 0 0 0 0 10 13 1 0 0 0 0 11 15 2 0 0 0 0 11 16 1 0 0 0 0 12 17 1 0 0 0 0 12 18 1 0 0 0 0 13 19 1 0 0 0 0 14 20 1 0 0 0 0 16 21 1 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank	DB02959
ChEMBL	CHEMBL350221
IUPHAR/BPS
PharmaGKB
KEGG Drug	D07339
PubChem CID
ChEBI	58266
CAS Number

Drug Properties

Molecular Weight	220.08
ALogP	-1.9651
MLogP	2.12
XLogP	-2.134
HDA	4
HBD	4
Rotatable Bonds	6
TPSA	99.34
RO5 Violation	0