NPASS drugs

Drug Information

Drug ID:	NPD4239
Drug Name:
Molecular Formula:	C20H32N4O5
Canonical SMILES:	ON=C([C@H]([C@H](C(=N[C@@H](C(C)(C)C)C(=Nc1ccccn1)O)O)CC(C)C)OC)O
Standard InCHI:	InChI=1S/C20H32N4O5/c1-12(2)11-13(15(29-6)18(26)24-28)17(25)23-16(20(3,4)5)19(27)22-14-9-7-8-10-21-14/h7-10,12-13,15-16,28H,11H2,1-6H3,(H,23,25)(H,24,26)(H,21,22,27)/t13-,15+,16-/m1/s1
Standard InCHIKey:	WORSVFBVUCBRIP-VNQPRFMTSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4239

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	182
0.1-0.2	1208
0.2-0.3	11472
0.3-0.4	13154
0.4-0.5	2853
0.5-0.6	1613
0.6-0.7	390
0.7-0.8	18
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	0.7892	NPC474217
Intermediate Similarity	0.7831	NPC71079
Intermediate Similarity	0.7738	NPC85918
Intermediate Similarity	0.7692	NPC127730
Intermediate Similarity	0.7692	NPC278366
Intermediate Similarity	0.7403	NPC471311
Intermediate Similarity	0.7403	NPC471313
Intermediate Similarity	0.7215	NPC324611
Intermediate Similarity	0.7143	NPC290094
Intermediate Similarity	0.7089	NPC475105
Intermediate Similarity	0.7089	NPC475090
Intermediate Similarity	0.7089	NPC329896
Intermediate Similarity	0.7035	NPC138018
Intermediate Similarity	0.7029	NPC477975
Intermediate Similarity	0.7025	NPC89490
Intermediate Similarity	0.7006	NPC202957
Intermediate Similarity	0.7006	NPC169625
Intermediate Similarity	0.7	NPC471322
Remote Similarity	0.6994	NPC471312
Remote Similarity	0.6966	NPC89562
Remote Similarity	0.6954	NPC84268
Remote Similarity	0.6946	NPC471323
Remote Similarity	0.6937	NPC315320
Remote Similarity	0.6935	NPC182814
Remote Similarity	0.6882	NPC328798
Remote Similarity	0.6865	NPC62510
Remote Similarity	0.6862	NPC127647
Remote Similarity	0.6848	NPC325093
Remote Similarity	0.6842	NPC20593
Remote Similarity	0.6798	NPC160105
Remote Similarity	0.6791	NPC325775
Remote Similarity	0.678	NPC311276
Remote Similarity	0.678	NPC469813
Remote Similarity	0.678	NPC40779
Remote Similarity	0.678	NPC476446
Remote Similarity	0.678	NPC78375
Remote Similarity	0.6774	NPC188387
Remote Similarity	0.6774	NPC163421
Remote Similarity	0.6774	NPC318020
Remote Similarity	0.676	NPC319456
Remote Similarity	0.6757	NPC322043
Remote Similarity	0.6757	NPC327373
Remote Similarity	0.675	NPC212125
Remote Similarity	0.6742	NPC41333
Remote Similarity	0.674	NPC314603
Remote Similarity	0.6739	NPC314491
Remote Similarity	0.6733	NPC27802
Remote Similarity	0.6727	NPC328029
Remote Similarity	0.6688	NPC48564
Remote Similarity	0.6688	NPC265605
Remote Similarity	0.6688	NPC182570
Remote Similarity	0.6687	NPC256893
Remote Similarity	0.6684	NPC473763
Remote Similarity	0.6684	NPC117244
Remote Similarity	0.6667	NPC203754
Remote Similarity	0.6667	NPC150048
Remote Similarity	0.6648	NPC129721
Remote Similarity	0.6646	NPC322488
Remote Similarity	0.6646	NPC165370
Remote Similarity	0.6645	NPC240136
Remote Similarity	0.6645	NPC297486
Remote Similarity	0.6645	NPC471402
Remote Similarity	0.6627	NPC29702
Remote Similarity	0.6615	NPC50997
Remote Similarity	0.6615	NPC160127
Remote Similarity	0.6611	NPC98187
Remote Similarity	0.6611	NPC34300
Remote Similarity	0.6593	NPC470498
Remote Similarity	0.6575	NPC201700
Remote Similarity	0.6562	NPC476322
Remote Similarity	0.6557	NPC313730
Remote Similarity	0.6554	NPC469762
Remote Similarity	0.6543	NPC278451
Remote Similarity	0.6543	NPC306397
Remote Similarity	0.6533	NPC76540
Remote Similarity	0.6532	NPC477974
Remote Similarity	0.6522	NPC469938
Remote Similarity	0.6519	NPC474561
Remote Similarity	0.6519	NPC49954
Remote Similarity	0.6505	NPC141377
Remote Similarity	0.6505	NPC133261
Remote Similarity	0.6497	NPC469785
Remote Similarity	0.648	NPC149708
Remote Similarity	0.6477	NPC469763
Remote Similarity	0.6477	NPC469765
Remote Similarity	0.6477	NPC73952
Remote Similarity	0.6477	NPC259644
Remote Similarity	0.6477	NPC469760
Remote Similarity	0.6477	NPC25008
Remote Similarity	0.6477	NPC469786
Remote Similarity	0.6471	NPC471997
Remote Similarity	0.6471	NPC300688
Remote Similarity	0.6467	NPC477976
Remote Similarity	0.646	NPC27740
Remote Similarity	0.6452	NPC151939
Remote Similarity	0.6444	NPC471177
Remote Similarity	0.6444	NPC59779
Remote Similarity	0.6444	NPC124542
Remote Similarity	0.6443	NPC474177
Remote Similarity	0.6441	NPC212376
Remote Similarity	0.6441	NPC70922
Remote Similarity	0.6441	NPC75540
Remote Similarity	0.6441	NPC80597
Remote Similarity	0.6441	NPC211572
Remote Similarity	0.6438	NPC329825
Remote Similarity	0.6432	NPC317054
Remote Similarity	0.6429	NPC108469
Remote Similarity	0.6429	NPC125659
Remote Similarity	0.6429	NPC54988
Remote Similarity	0.6429	NPC168702
Remote Similarity	0.6424	NPC231655
Remote Similarity	0.642	NPC245244
Remote Similarity	0.642	NPC146373
Remote Similarity	0.642	NPC166424
Remote Similarity	0.6409	NPC473057
Remote Similarity	0.6406	NPC173028
Remote Similarity	0.6406	NPC65215
Remote Similarity	0.6404	NPC472752
Remote Similarity	0.6398	NPC472122
Remote Similarity	0.6398	NPC24594
Remote Similarity	0.6396	NPC470499
Remote Similarity	0.6392	NPC91958
Remote Similarity	0.6391	NPC65408
Remote Similarity	0.6386	NPC316403
Remote Similarity	0.6383	NPC317010
Remote Similarity	0.6379	NPC220523
Remote Similarity	0.6374	NPC471178
Remote Similarity	0.6373	NPC3715
Remote Similarity	0.6369	NPC132680
Remote Similarity	0.6369	NPC212742
Remote Similarity	0.6369	NPC269919
Remote Similarity	0.6364	NPC476131
Remote Similarity	0.6359	NPC54744
Remote Similarity	0.6354	NPC282231
Remote Similarity	0.6354	NPC317030
Remote Similarity	0.6354	NPC204565
Remote Similarity	0.6351	NPC83987
Remote Similarity	0.6349	NPC233936
Remote Similarity	0.6348	NPC63562
Remote Similarity	0.6348	NPC209362
Remote Similarity	0.6341	NPC320968
Remote Similarity	0.6339	NPC41717
Remote Similarity	0.6329	NPC313640
Remote Similarity	0.6327	NPC133366
Remote Similarity	0.6325	NPC69914
Remote Similarity	0.6324	NPC158129
Remote Similarity	0.6324	NPC304179
Remote Similarity	0.6324	NPC472550
Remote Similarity	0.6324	NPC48042
Remote Similarity	0.6323	NPC235843
Remote Similarity	0.6321	NPC64216
Remote Similarity	0.6319	NPC263439
Remote Similarity	0.6319	NPC162268
Remote Similarity	0.6319	NPC194640
Remote Similarity	0.6316	NPC472444
Remote Similarity	0.6311	NPC476467
Remote Similarity	0.6311	NPC472553
Remote Similarity	0.6311	NPC292517
Remote Similarity	0.631	NPC134586
Remote Similarity	0.6308	NPC107160
Remote Similarity	0.6308	NPC244536
Remote Similarity	0.6304	NPC63751
Remote Similarity	0.6302	NPC474707
Remote Similarity	0.6298	NPC322976
Remote Similarity	0.6298	NPC324203
Remote Similarity	0.6298	NPC279918
Remote Similarity	0.6298	NPC63338
Remote Similarity	0.6296	NPC187827
Remote Similarity	0.6296	NPC472105
Remote Similarity	0.6289	NPC143603
Remote Similarity	0.6289	NPC95783
Remote Similarity	0.6287	NPC12944
Remote Similarity	0.6287	NPC25442
Remote Similarity	0.6287	NPC101165
Remote Similarity	0.6279	NPC318935
Remote Similarity	0.6277	NPC326575
Remote Similarity	0.6277	NPC211997
Remote Similarity	0.6275	NPC63041
Remote Similarity	0.6269	NPC155143
Remote Similarity	0.6269	NPC476874
Remote Similarity	0.6269	NPC193761
Remote Similarity	0.6263	NPC470474
Remote Similarity	0.6257	NPC472586
Remote Similarity	0.6257	NPC104049
Remote Similarity	0.625	NPC470497
Remote Similarity	0.625	NPC470111
Remote Similarity	0.6243	NPC248462
Remote Similarity	0.6243	NPC270009
Remote Similarity	0.6238	NPC314270
Remote Similarity	0.6237	NPC213629
Remote Similarity	0.6237	NPC209917
Remote Similarity	0.623	NPC163055
Remote Similarity	0.623	NPC472110
Remote Similarity	0.623	NPC211187
Remote Similarity	0.623	NPC472109
Remote Similarity	0.6229	NPC314372
Remote Similarity	0.6225	NPC156044
Remote Similarity	0.6221	NPC316811
Remote Similarity	0.6221	NPC32002
Remote Similarity	0.6221	NPC315348

Drug Structure

NPD4239 OpenBabel08211704332D 33 33 0 0 1 0 0 0 0 0999 V2000 -4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9641 1.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4641 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 0 0 0 0 0 0 0 0 0 0 -7.7942 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.0000 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 -0.8660 -1.5000 0.0000 C 0 0 0 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 -6.0622 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -0.5000 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 -6.9282 -0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.4641 -0.0000 0.0000 C 0 0 2 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 -7.7942 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 1.0000 0.0000 C 0 0 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 -1.7321 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.5263 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.5263 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 12 1 0 0 0 0 2 12 1 0 0 0 0 3 20 1 0 0 0 0 4 20 1 0 0 0 0 5 20 1 0 0 0 0 6 29 1 0 0 0 0 7 8 2 0 0 0 0 7 9 1 0 0 0 0 8 10 1 0 0 0 0 9 14 2 0 0 0 0 10 21 2 0 0 0 0 11 12 1 0 0 0 0 13 11 1 6 0 0 0 13 15 1 0 0 0 0 13 17 1 0 0 0 0 14 21 1 0 0 0 0 14 22 1 0 0 0 0 15 18 1 1 0 0 0 15 29 1 0 0 0 0 16 19 1 1 0 0 0 16 20 1 0 0 0 0 16 23 1 0 0 0 0 17 23 2 3 0 0 0 17 25 1 0 0 0 0 18 24 2 3 0 0 0 18 26 1 0 0 0 0 19 22 2 3 0 0 0 19 27 1 0 0 0 0 24 28 1 0 0 0 0 25 30 1 0 0 0 0 26 31 1 0 0 0 0 27 32 1 0 0 0 0 28 33 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000014
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9822724
ChEBI
CAS Number

Drug Properties

Molecular Weight	408.24
ALogP	1.3197
MLogP	2.67
XLogP	3.645
HDA	7
HBD	4
Rotatable Bonds	20
TPSA	140.12
RO5 Violation	0