NPASS drugs

Drug Information

Drug ID:	NPD2752
Drug Name:
Molecular Formula:	C18H14IN3O3
Canonical SMILES:	N#Cc1ccc(cc1)OC[C@@](C(=Nc1ccc(c(c1)I)C#N)O)(O)C
Standard InCHI:	InChI=1S/C18H14IN3O3/c1-18(24,11-25-15-6-2-12(9-20)3-7-15)17(23)22-14-5-4-13(10-21)16(19)8-14/h2-8,24H,11H2,1H3,(H,22,23)/t18-/m0/s1
Standard InCHIKey:	RXSZCFAPSDTELY-SFHVURJKSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2752

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	176
0.1-0.2	1315
0.2-0.3	7723
0.3-0.4	5123
0.4-0.5	6358
0.5-0.6	9240
0.6-0.7	926
0.7-0.8	29
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
Intermediate Similarity	0.7673	NPC10875
Intermediate Similarity	0.7673	NPC10730
Intermediate Similarity	0.7595	NPC219383
Intermediate Similarity	0.7448	NPC315632
Intermediate Similarity	0.7403	NPC314113
Intermediate Similarity	0.7396	NPC168153
Intermediate Similarity	0.7317	NPC235628
Intermediate Similarity	0.7292	NPC263835
Intermediate Similarity	0.7285	NPC471953
Intermediate Similarity	0.7241	NPC83279
Intermediate Similarity	0.7222	NPC256369
Intermediate Similarity	0.7212	NPC306366
Intermediate Similarity	0.7203	NPC323948
Intermediate Similarity	0.7179	NPC83289
Intermediate Similarity	0.7179	NPC212850
Intermediate Similarity	0.7179	NPC189724
Intermediate Similarity	0.7172	NPC41801
Intermediate Similarity	0.7169	NPC57105
Intermediate Similarity	0.7163	NPC264782
Intermediate Similarity	0.7152	NPC473987
Intermediate Similarity	0.711	NPC316161
Intermediate Similarity	0.7108	NPC231862
Intermediate Similarity	0.7105	NPC313466
Intermediate Similarity	0.7103	NPC43275
Intermediate Similarity	0.7083	NPC204179
Intermediate Similarity	0.7027	NPC471315
Intermediate Similarity	0.7027	NPC471314
Intermediate Similarity	0.7014	NPC258992
Intermediate Similarity	0.7	NPC247298
Remote Similarity	0.6957	NPC313414
Remote Similarity	0.6951	NPC184161
Remote Similarity	0.6948	NPC274732
Remote Similarity	0.6944	NPC303370
Remote Similarity	0.6941	NPC314861
Remote Similarity	0.6941	NPC19555
Remote Similarity	0.6914	NPC245974
Remote Similarity	0.691	NPC313886
Remote Similarity	0.6899	NPC36434
Remote Similarity	0.6887	NPC29477
Remote Similarity	0.6883	NPC308885
Remote Similarity	0.6883	NPC255550
Remote Similarity	0.6883	NPC114102
Remote Similarity	0.6879	NPC126637
Remote Similarity	0.6863	NPC155838
Remote Similarity	0.6855	NPC298821
Remote Similarity	0.6852	NPC473769
Remote Similarity	0.6845	NPC291359
Remote Similarity	0.6839	NPC93882
Remote Similarity	0.6839	NPC130595
Remote Similarity	0.6831	NPC46844
Remote Similarity	0.6828	NPC37302
Remote Similarity	0.6826	NPC315257
Remote Similarity	0.6824	NPC17388
Remote Similarity	0.6824	NPC160120
Remote Similarity	0.6824	NPC471308
Remote Similarity	0.6824	NPC289330
Remote Similarity	0.6824	NPC53596
Remote Similarity	0.6821	NPC95733
Remote Similarity	0.6821	NPC62101
Remote Similarity	0.6821	NPC325013
Remote Similarity	0.6818	NPC52029
Remote Similarity	0.6818	NPC35961
Remote Similarity	0.6818	NPC195749
Remote Similarity	0.6813	NPC123761
Remote Similarity	0.6798	NPC311936
Remote Similarity	0.6797	NPC198798
Remote Similarity	0.6797	NPC251571
Remote Similarity	0.6797	NPC186898
Remote Similarity	0.6795	NPC297584
Remote Similarity	0.6795	NPC313737
Remote Similarity	0.6795	NPC6854
Remote Similarity	0.6795	NPC285078
Remote Similarity	0.679	NPC97004
Remote Similarity	0.679	NPC136951
Remote Similarity	0.679	NPC161155
Remote Similarity	0.678	NPC265383
Remote Similarity	0.6779	NPC318357
Remote Similarity	0.676	NPC119579
Remote Similarity	0.6757	NPC163036
Remote Similarity	0.6755	NPC211218
Remote Similarity	0.6752	NPC218530
Remote Similarity	0.6748	NPC97282
Remote Similarity	0.6742	NPC260118
Remote Similarity	0.6732	NPC301713
Remote Similarity	0.6731	NPC214869
Remote Similarity	0.6726	NPC56635
Remote Similarity	0.6722	NPC28425
Remote Similarity	0.6704	NPC192939
Remote Similarity	0.6704	NPC215747
Remote Similarity	0.669	NPC146530
Remote Similarity	0.6688	NPC259098
Remote Similarity	0.6688	NPC169766
Remote Similarity	0.6688	NPC197680
Remote Similarity	0.6667	NPC115144
Remote Similarity	0.6667	NPC257354
Remote Similarity	0.6667	NPC277857
Remote Similarity	0.6648	NPC219170
Remote Similarity	0.6648	NPC180253
Remote Similarity	0.6646	NPC477837
Remote Similarity	0.6646	NPC477838
Remote Similarity	0.6646	NPC303993
Remote Similarity	0.6631	NPC478049
Remote Similarity	0.6631	NPC314948
Remote Similarity	0.663	NPC276060
Remote Similarity	0.6627	NPC112766
Remote Similarity	0.6627	NPC470935
Remote Similarity	0.6627	NPC471032
Remote Similarity	0.6626	NPC178466
Remote Similarity	0.6626	NPC63628
Remote Similarity	0.6625	NPC204848
Remote Similarity	0.6625	NPC312770
Remote Similarity	0.6625	NPC160607
Remote Similarity	0.6625	NPC41473
Remote Similarity	0.6625	NPC14600
Remote Similarity	0.6624	NPC470392
Remote Similarity	0.6624	NPC307123
Remote Similarity	0.6624	NPC247018
Remote Similarity	0.6624	NPC97870
Remote Similarity	0.662	NPC194034
Remote Similarity	0.6612	NPC22928
Remote Similarity	0.6606	NPC132771
Remote Similarity	0.6605	NPC195814
Remote Similarity	0.66	NPC321133
Remote Similarity	0.6596	NPC470393
Remote Similarity	0.6587	NPC258222
Remote Similarity	0.6587	NPC139699
Remote Similarity	0.6587	NPC114659
Remote Similarity	0.6585	NPC473874
Remote Similarity	0.6584	NPC299583
Remote Similarity	0.6584	NPC296898
Remote Similarity	0.6581	NPC153990
Remote Similarity	0.6573	NPC283152
Remote Similarity	0.6573	NPC9475
Remote Similarity	0.6571	NPC192596
Remote Similarity	0.6571	NPC477888
Remote Similarity	0.6564	NPC222039
Remote Similarity	0.6564	NPC100478
Remote Similarity	0.6562	NPC166667
Remote Similarity	0.6552	NPC127362
Remote Similarity	0.6552	NPC266932
Remote Similarity	0.6552	NPC166837
Remote Similarity	0.6545	NPC311357
Remote Similarity	0.6541	NPC475411
Remote Similarity	0.6534	NPC310894
Remote Similarity	0.6528	NPC474272
Remote Similarity	0.6525	NPC108875
Remote Similarity	0.6525	NPC38079
Remote Similarity	0.6522	NPC213471
Remote Similarity	0.6519	NPC469831
Remote Similarity	0.6519	NPC208022
Remote Similarity	0.651	NPC159101
Remote Similarity	0.6503	NPC76327
Remote Similarity	0.6503	NPC474128
Remote Similarity	0.65	NPC51633
Remote Similarity	0.65	NPC237227
Remote Similarity	0.6494	NPC179250
Remote Similarity	0.6494	NPC114901
Remote Similarity	0.6494	NPC50380
Remote Similarity	0.6494	NPC48990
Remote Similarity	0.6494	NPC293701
Remote Similarity	0.6491	NPC70549
Remote Similarity	0.6486	NPC296742
Remote Similarity	0.6484	NPC469829
Remote Similarity	0.648	NPC315631
Remote Similarity	0.6474	NPC172403
Remote Similarity	0.6474	NPC101372
Remote Similarity	0.6471	NPC71090
Remote Similarity	0.6471	NPC275027
Remote Similarity	0.6467	NPC69213
Remote Similarity	0.6467	NPC232872
Remote Similarity	0.6463	NPC26524
Remote Similarity	0.6461	NPC312872
Remote Similarity	0.645	NPC47672
Remote Similarity	0.6446	NPC5462
Remote Similarity	0.6434	NPC113457
Remote Similarity	0.6433	NPC10221
Remote Similarity	0.6433	NPC156311
Remote Similarity	0.6433	NPC197741
Remote Similarity	0.6433	NPC212699
Remote Similarity	0.6433	NPC305700
Remote Similarity	0.6433	NPC87224
Remote Similarity	0.6433	NPC18249
Remote Similarity	0.6433	NPC140915
Remote Similarity	0.6433	NPC222572
Remote Similarity	0.6433	NPC207675
Remote Similarity	0.6433	NPC187028
Remote Similarity	0.6432	NPC224293
Remote Similarity	0.6425	NPC288943
Remote Similarity	0.6424	NPC78530
Remote Similarity	0.642	NPC471316
Remote Similarity	0.642	NPC254610
Remote Similarity	0.6417	NPC294244
Remote Similarity	0.6416	NPC19023
Remote Similarity	0.6414	NPC255721
Remote Similarity	0.6412	NPC52475
Remote Similarity	0.641	NPC218323
Remote Similarity	0.6408	NPC474603
Remote Similarity	0.6408	NPC12987
Remote Similarity	0.6405	NPC290451
Remote Similarity	0.6405	NPC127389

Drug Structure

NPD2752 OpenBabel08211702552D 27 28 0 0 1 0 0 0 0 0999 V2000 5.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.3301 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4641 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7321 -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 3.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.5000 -0.8660 0.0000 I 0 0 0 0 0 0 0 0 0 0 0 0 9.1962 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 0.8660 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 0.8660 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 -0.8660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.8660 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 -1.7321 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.1340 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2 6 1 0 0 0 0 2 12 2 0 0 0 0 3 7 2 0 0 0 0 3 12 1 0 0 0 0 4 5 2 0 0 0 0 4 13 1 0 0 0 0 5 14 1 0 0 0 0 6 15 2 0 0 0 0 7 15 1 0 0 0 0 8 14 2 0 0 0 0 8 16 1 0 0 0 0 9 12 1 0 0 0 0 9 20 3 0 0 0 0 10 13 1 0 0 0 0 10 21 3 0 0 0 0 11 18 1 0 0 0 0 11 25 1 0 0 0 0 13 16 2 0 0 0 0 14 22 1 0 0 0 0 15 25 1 0 0 0 0 16 19 1 0 0 0 0 17 18 1 0 0 0 0 17 22 2 3 0 0 0 17 23 1 0 0 0 0 18 1 1 6 0 0 0 18 24 1 0 0 0 0 23 26 1 0 0 0 0 24 27 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB010164
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	24892823
ChEBI
CAS Number

Drug Properties

Molecular Weight	447.01
ALogP	0.9597
MLogP	2.67
XLogP	3.277
HDA	5
HBD	2
Rotatable Bonds	9
TPSA	109.63
RO5 Violation	0