NPASS drugs

Drug Information

Drug ID:	NPD1577
Drug Name:
Molecular Formula:	C15H14Cl2FNO5
Canonical SMILES:	OC(=O)[C@]1(N)[C@H](OCc2ccc(c(c2)Cl)Cl)C[C@@H]2[C@H]1[C@@]2(F)C(=O)O
Standard InCHI:	InChI=1S/C15H14Cl2FNO5/c16-8-2-1-6(3-9(8)17)5-24-10-4-7-11(14(7,18)12(20)21)15(10,19)13(22)23/h1-3,7,10-11H,4-5,19H2,(H,20,21)(H,22,23)/t7-,10-,11+,14-,15+/m1/s1
Standard InCHIKey:	LFAGGDAZZKUVKO-JAGWWQSPSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1577

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	218
0.1-0.2	1103
0.2-0.3	3127
0.3-0.4	9181
0.4-0.5	14468
0.5-0.6	2790
0.6-0.7	3
0.7-0.8	0
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
Remote Similarity	0.6049	NPC313981
Remote Similarity	0.6012	NPC472706
Remote Similarity	0.6	NPC82712
Remote Similarity	0.5967	NPC79921
Remote Similarity	0.5966	NPC72915
Remote Similarity	0.5936	NPC125033
Remote Similarity	0.5934	NPC473497
Remote Similarity	0.5934	NPC475413
Remote Similarity	0.5934	NPC474303
Remote Similarity	0.5879	NPC57976
Remote Similarity	0.5876	NPC48909
Remote Similarity	0.5872	NPC472703
Remote Similarity	0.5872	NPC474283
Remote Similarity	0.5872	NPC475692
Remote Similarity	0.587	NPC45307
Remote Similarity	0.5866	NPC477359
Remote Similarity	0.5866	NPC477368
Remote Similarity	0.5864	NPC154675
Remote Similarity	0.5856	NPC243893
Remote Similarity	0.5856	NPC262324
Remote Similarity	0.5851	NPC477097
Remote Similarity	0.5851	NPC477101
Remote Similarity	0.5851	NPC477099
Remote Similarity	0.5847	NPC242355
Remote Similarity	0.5843	NPC233860
Remote Similarity	0.5843	NPC233692
Remote Similarity	0.5843	NPC239358
Remote Similarity	0.5838	NPC472704
Remote Similarity	0.5838	NPC138798
Remote Similarity	0.5833	NPC232888
Remote Similarity	0.5833	NPC270364
Remote Similarity	0.5833	NPC477367
Remote Similarity	0.5824	NPC170718
Remote Similarity	0.5819	NPC473247
Remote Similarity	0.581	NPC472248
Remote Similarity	0.581	NPC477364
Remote Similarity	0.5806	NPC471162
Remote Similarity	0.5797	NPC470103
Remote Similarity	0.5784	NPC477096
Remote Similarity	0.5784	NPC477094
Remote Similarity	0.578	NPC223351
Remote Similarity	0.5778	NPC28836
Remote Similarity	0.5778	NPC311492
Remote Similarity	0.5775	NPC170668
Remote Similarity	0.5774	NPC210531
Remote Similarity	0.5773	NPC472623
Remote Similarity	0.5771	NPC477366
Remote Similarity	0.5771	NPC476033
Remote Similarity	0.5769	NPC86772
Remote Similarity	0.5767	NPC25484
Remote Similarity	0.5767	NPC232583
Remote Similarity	0.5759	NPC477100
Remote Similarity	0.5759	NPC477098
Remote Similarity	0.5758	NPC470081
Remote Similarity	0.5751	NPC473367
Remote Similarity	0.575	NPC211713
Remote Similarity	0.575	NPC88378
Remote Similarity	0.5749	NPC172525
Remote Similarity	0.5749	NPC87069
Remote Similarity	0.5747	NPC477362
Remote Similarity	0.5746	NPC200154
Remote Similarity	0.5745	NPC205389
Remote Similarity	0.5739	NPC477365
Remote Similarity	0.5739	NPC477357
Remote Similarity	0.5739	NPC253681
Remote Similarity	0.5738	NPC272523
Remote Similarity	0.5738	NPC276652
Remote Similarity	0.5738	NPC325805
Remote Similarity	0.5736	NPC298401
Remote Similarity	0.573	NPC51181
Remote Similarity	0.573	NPC272946
Remote Similarity	0.573	NPC183540
Remote Similarity	0.573	NPC42234
Remote Similarity	0.5729	NPC58653
Remote Similarity	0.5729	NPC173352
Remote Similarity	0.5714	NPC202729
Remote Similarity	0.5707	NPC474096
Remote Similarity	0.5707	NPC473696
Remote Similarity	0.5706	NPC477370
Remote Similarity	0.57	NPC28669
Remote Similarity	0.57	NPC474061
Remote Similarity	0.5699	NPC82467
Remote Similarity	0.5699	NPC153214
Remote Similarity	0.5699	NPC191387
Remote Similarity	0.5699	NPC131966
Remote Similarity	0.5698	NPC80150
Remote Similarity	0.5691	NPC477095
Remote Similarity	0.5691	NPC153617
Remote Similarity	0.5691	NPC472250
Remote Similarity	0.5691	NPC88255
Remote Similarity	0.5691	NPC48929
Remote Similarity	0.5691	NPC136994
Remote Similarity	0.5691	NPC312393
Remote Similarity	0.5691	NPC478263
Remote Similarity	0.5683	NPC27721
Remote Similarity	0.5682	NPC477363
Remote Similarity	0.5682	NPC79608
Remote Similarity	0.5676	NPC473654
Remote Similarity	0.5676	NPC187566
Remote Similarity	0.5674	NPC37968
Remote Similarity	0.567	NPC235460
Remote Similarity	0.5667	NPC281470
Remote Similarity	0.5667	NPC233910
Remote Similarity	0.5667	NPC477360
Remote Similarity	0.5667	NPC205
Remote Similarity	0.5667	NPC172769
Remote Similarity	0.5667	NPC166521
Remote Similarity	0.5667	NPC184195
Remote Similarity	0.5667	NPC245836
Remote Similarity	0.5667	NPC124690
Remote Similarity	0.5661	NPC327031
Remote Similarity	0.5661	NPC132652
Remote Similarity	0.5659	NPC475262
Remote Similarity	0.5659	NPC290833
Remote Similarity	0.5659	NPC265459
Remote Similarity	0.5659	NPC471864
Remote Similarity	0.5659	NPC79699
Remote Similarity	0.5657	NPC475691
Remote Similarity	0.5652	NPC473301
Remote Similarity	0.5648	NPC251139
Remote Similarity	0.5646	NPC40539
Remote Similarity	0.5645	NPC63737
Remote Similarity	0.5642	NPC475671
Remote Similarity	0.5642	NPC214246
Remote Similarity	0.5642	NPC475452
Remote Similarity	0.5642	NPC475508
Remote Similarity	0.564	NPC264938
Remote Similarity	0.5638	NPC25043
Remote Similarity	0.5638	NPC134131
Remote Similarity	0.5638	NPC478264
Remote Similarity	0.5635	NPC55744
Remote Similarity	0.5632	NPC470274
Remote Similarity	0.5632	NPC76103
Remote Similarity	0.5628	NPC217673
Remote Similarity	0.5628	NPC194769
Remote Similarity	0.5628	NPC52523
Remote Similarity	0.5628	NPC281104
Remote Similarity	0.5628	NPC285221
Remote Similarity	0.5622	NPC221104
Remote Similarity	0.5619	NPC70344
Remote Similarity	0.5619	NPC163578
Remote Similarity	0.5619	NPC11410
Remote Similarity	0.5619	NPC108276
Remote Similarity	0.5618	NPC472707
Remote Similarity	0.5615	NPC262216
Remote Similarity	0.5615	NPC470842
Remote Similarity	0.5612	NPC476750
Remote Similarity	0.5611	NPC291419
Remote Similarity	0.5611	NPC60825
Remote Similarity	0.5607	NPC48822
Remote Similarity	0.5604	NPC329913
Remote Similarity	0.5604	NPC126516
Remote Similarity	0.5602	NPC476173
Remote Similarity	0.5602	NPC475417
Remote Similarity	0.5602	NPC475561

Drug Structure

NPD1577 OpenBabel08211701082D 28 30 0 0 1 0 0 0 0 0999 V2000 4.2364 -0.3936 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0745 0.0903 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3983 1.0580 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7829 -1.3561 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5603 -0.3936 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3983 0.0903 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1637 -1.5573 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 5.0745 1.0580 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2364 1.5419 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8841 -0.3936 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.6475 -0.7192 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.6153 -2.3954 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2951 1.4383 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1314 -1.5573 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 5.9126 1.5419 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 4.2364 2.5096 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -2.0992 -1.5573 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 0.2990 0.9204 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.1314 -3.2334 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5830 -2.3954 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.9960 2.3587 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.2417 1.2371 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7222 0.0903 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.3485 1.6395 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.2456 1.1216 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.0669 -3.2334 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.8892 1.9563 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 6 1 0 0 0 0 2 8 1 0 0 0 0 3 6 2 0 0 0 0 3 9 1 0 0 0 0 4 7 1 0 0 0 0 4 10 1 0 0 0 0 5 6 1 0 0 0 0 5 24 1 0 0 0 0 7 11 1 0 0 0 0 7 14 1 1 0 0 0 8 9 2 0 0 0 0 8 16 1 0 0 0 0 9 17 1 0 0 0 0 10 15 1 6 0 0 0 10 24 1 0 0 0 0 11 14 1 1 0 0 0 11 15 1 0 0 0 0 12 14 1 0 0 0 0 12 20 2 0 0 0 0 12 21 1 0 0 0 0 13 22 2 0 0 0 0 13 23 1 0 0 0 0 14 18 1 1 0 0 0 15 13 1 6 0 0 0 15 19 1 0 0 0 0 19 25 1 0 0 0 0 19 26 1 0 0 0 0 21 27 1 0 0 0 0 23 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL001926
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9886034
ChEBI
CAS Number

Drug Properties

Molecular Weight	377.02
ALogP	-0.1087
MLogP	2.12
XLogP	-1.386
HDA	6
HBD	3
Rotatable Bonds	11
TPSA	109.85
RO5 Violation	0