NPASS drugs

Drug Information

Drug ID:	NPD1620
Drug Name:
Molecular Formula:	C15H15N3O3
Canonical SMILES:	COc1ccc(cc1C(=NCc1cccnc1)O)C(=N)O
Standard InCHI:	InChI=1S/C15H15N3O3/c1-21-13-5-4-11(14(16)19)7-12(13)15(20)18-9-10-3-2-6-17-8-10/h2-8H,9H2,1H3,(H2,16,19)(H,18,20)
Standard InCHIKey:	QWZWECXMQXZQOG-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1620

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	283
0.1-0.2	2005
0.2-0.3	9970
0.3-0.4	2401
0.4-0.5	9208
0.5-0.6	5695
0.6-0.7	1160
0.7-0.8	160
0.8-0.85	7
0.85-0.9	1
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	0.85	NPC224928
Intermediate Similarity	0.8132	NPC289786
Intermediate Similarity	0.807	NPC471178
Intermediate Similarity	0.8059	NPC471177
Intermediate Similarity	0.8059	NPC59779
Intermediate Similarity	0.8059	NPC124542
Intermediate Similarity	0.8043	NPC473053
Intermediate Similarity	0.8012	NPC473057
Intermediate Similarity	0.7953	NPC177404
Intermediate Similarity	0.779	NPC62069
Intermediate Similarity	0.7789	NPC174049
Intermediate Similarity	0.7714	NPC108469
Intermediate Similarity	0.7711	NPC122463
Intermediate Similarity	0.7708	NPC165349
Intermediate Similarity	0.7708	NPC274291
Intermediate Similarity	0.7708	NPC264166
Intermediate Similarity	0.7708	NPC329708
Intermediate Similarity	0.7708	NPC47059
Intermediate Similarity	0.7708	NPC118832
Intermediate Similarity	0.7688	NPC473822
Intermediate Similarity	0.768	NPC161887
Intermediate Similarity	0.7617	NPC210256
Intermediate Similarity	0.7594	NPC133140
Intermediate Similarity	0.7594	NPC195268
Intermediate Similarity	0.7553	NPC307963
Intermediate Similarity	0.754	NPC469390
Intermediate Similarity	0.7538	NPC193238
Intermediate Similarity	0.7514	NPC61350
Intermediate Similarity	0.7513	NPC11464
Intermediate Similarity	0.75	NPC280964
Intermediate Similarity	0.75	NPC97367
Intermediate Similarity	0.75	NPC114335
Intermediate Similarity	0.75	NPC141915
Intermediate Similarity	0.75	NPC26872
Intermediate Similarity	0.7487	NPC127085
Intermediate Similarity	0.7486	NPC121658
Intermediate Similarity	0.7486	NPC219963
Intermediate Similarity	0.7486	NPC266551
Intermediate Similarity	0.7486	NPC14651
Intermediate Similarity	0.7486	NPC470474
Intermediate Similarity	0.7474	NPC251090
Intermediate Similarity	0.7461	NPC232727
Intermediate Similarity	0.7448	NPC287437
Intermediate Similarity	0.7437	NPC202605
Intermediate Similarity	0.7437	NPC112206
Intermediate Similarity	0.7433	NPC296527
Intermediate Similarity	0.7432	NPC168486
Intermediate Similarity	0.7432	NPC222592
Intermediate Similarity	0.743	NPC476518
Intermediate Similarity	0.7418	NPC283152
Intermediate Similarity	0.7394	NPC76748
Intermediate Similarity	0.7382	NPC13880
Intermediate Similarity	0.7371	NPC26850
Intermediate Similarity	0.7368	NPC226202
Intermediate Similarity	0.7368	NPC201508
Intermediate Similarity	0.7363	NPC288943
Intermediate Similarity	0.7354	NPC92111
Intermediate Similarity	0.7347	NPC164374
Intermediate Similarity	0.7347	NPC36229
Intermediate Similarity	0.7347	NPC285558
Intermediate Similarity	0.7347	NPC476581
Intermediate Similarity	0.7347	NPC137929
Intermediate Similarity	0.7347	NPC16452
Intermediate Similarity	0.7344	NPC267928
Intermediate Similarity	0.7327	NPC8022
Intermediate Similarity	0.7327	NPC470799
Intermediate Similarity	0.732	NPC477019
Intermediate Similarity	0.732	NPC19872
Intermediate Similarity	0.732	NPC176538
Intermediate Similarity	0.7317	NPC310118
Intermediate Similarity	0.7313	NPC266931
Intermediate Similarity	0.731	NPC470164
Intermediate Similarity	0.731	NPC323345
Intermediate Similarity	0.7304	NPC213530
Intermediate Similarity	0.7304	NPC193267
Intermediate Similarity	0.7299	NPC96584
Intermediate Similarity	0.7299	NPC255800
Intermediate Similarity	0.7294	NPC471323
Intermediate Similarity	0.7268	NPC476582
Intermediate Similarity	0.7268	NPC476578
Intermediate Similarity	0.7268	NPC4071
Intermediate Similarity	0.7264	NPC251160
Intermediate Similarity	0.7254	NPC70956
Intermediate Similarity	0.7254	NPC243834
Intermediate Similarity	0.7253	NPC111624
Intermediate Similarity	0.7243	NPC11408
Intermediate Similarity	0.7241	NPC170114
Intermediate Similarity	0.7238	NPC473764
Intermediate Similarity	0.7238	NPC314940
Intermediate Similarity	0.7231	NPC121772
Intermediate Similarity	0.7231	NPC234197
Intermediate Similarity	0.7231	NPC315957
Intermediate Similarity	0.7225	NPC324149
Intermediate Similarity	0.7222	NPC306397
Intermediate Similarity	0.7222	NPC212125
Intermediate Similarity	0.7213	NPC312872
Intermediate Similarity	0.7208	NPC245816
Intermediate Similarity	0.7208	NPC475774
Intermediate Similarity	0.7208	NPC476138
Intermediate Similarity	0.7207	NPC263439
Intermediate Similarity	0.72	NPC185782
Intermediate Similarity	0.7198	NPC252590
Intermediate Similarity	0.7196	NPC46580
Intermediate Similarity	0.7196	NPC66083
Intermediate Similarity	0.7194	NPC31930
Intermediate Similarity	0.7192	NPC470549
Intermediate Similarity	0.7191	NPC25899
Intermediate Similarity	0.7181	NPC314002
Intermediate Similarity	0.7181	NPC42591
Intermediate Similarity	0.7178	NPC316981
Intermediate Similarity	0.7176	NPC217554
Intermediate Similarity	0.7172	NPC470500
Intermediate Similarity	0.7171	NPC173080
Intermediate Similarity	0.7164	NPC470020
Intermediate Similarity	0.7164	NPC167860
Intermediate Similarity	0.7164	NPC123976
Intermediate Similarity	0.7158	NPC44354
Intermediate Similarity	0.7157	NPC288349
Intermediate Similarity	0.715	NPC475910
Intermediate Similarity	0.715	NPC146724
Intermediate Similarity	0.715	NPC60621
Intermediate Similarity	0.7143	NPC162530
Intermediate Similarity	0.7143	NPC110151
Intermediate Similarity	0.7135	NPC99666
Intermediate Similarity	0.7129	NPC208284
Intermediate Similarity	0.7128	NPC84478
Intermediate Similarity	0.7128	NPC204717
Intermediate Similarity	0.7121	NPC469440
Intermediate Similarity	0.7117	NPC471311
Intermediate Similarity	0.7117	NPC471313
Intermediate Similarity	0.7114	NPC174672
Intermediate Similarity	0.7114	NPC174758
Intermediate Similarity	0.7111	NPC118511
Intermediate Similarity	0.711	NPC220523
Intermediate Similarity	0.711	NPC15406
Intermediate Similarity	0.711	NPC161292
Intermediate Similarity	0.7101	NPC54066
Intermediate Similarity	0.7099	NPC151489
Intermediate Similarity	0.7098	NPC79293
Intermediate Similarity	0.7098	NPC279401
Intermediate Similarity	0.7098	NPC329541
Intermediate Similarity	0.7094	NPC53069
Intermediate Similarity	0.7094	NPC26679
Intermediate Similarity	0.7094	NPC202768
Intermediate Similarity	0.7094	NPC296482
Intermediate Similarity	0.709	NPC20249
Intermediate Similarity	0.7079	NPC290689
Intermediate Similarity	0.7078	NPC284141
Intermediate Similarity	0.7075	NPC469792
Intermediate Similarity	0.7074	NPC220765
Intermediate Similarity	0.7056	NPC329747
Intermediate Similarity	0.7056	NPC48192
Intermediate Similarity	0.7053	NPC171171
Intermediate Similarity	0.705	NPC472111
Intermediate Similarity	0.7048	NPC256893
Intermediate Similarity	0.7043	NPC96890
Intermediate Similarity	0.7033	NPC118121
Intermediate Similarity	0.7016	NPC74382
Intermediate Similarity	0.7016	NPC206251
Intermediate Similarity	0.7015	NPC313189
Intermediate Similarity	0.7012	NPC165370
Intermediate Similarity	0.701	NPC96405
Intermediate Similarity	0.701	NPC171409
Intermediate Similarity	0.7009	NPC233334
Intermediate Similarity	0.7005	NPC204446
Intermediate Similarity	0.7	NPC322976
Intermediate Similarity	0.7	NPC63338
Intermediate Similarity	0.7	NPC324203
Remote Similarity	0.6995	NPC24019
Remote Similarity	0.6985	NPC475085
Remote Similarity	0.6985	NPC291535
Remote Similarity	0.6985	NPC475112
Remote Similarity	0.6984	NPC176127
Remote Similarity	0.6983	NPC269919
Remote Similarity	0.6983	NPC138018
Remote Similarity	0.6983	NPC132680
Remote Similarity	0.6982	NPC29702
Remote Similarity	0.698	NPC477111
Remote Similarity	0.698	NPC287208
Remote Similarity	0.698	NPC82548
Remote Similarity	0.6974	NPC131017
Remote Similarity	0.6961	NPC315214
Remote Similarity	0.6961	NPC47298
Remote Similarity	0.6959	NPC56170
Remote Similarity	0.6952	NPC210434
Remote Similarity	0.6952	NPC184964
Remote Similarity	0.695	NPC223427
Remote Similarity	0.6949	NPC153769
Remote Similarity	0.6948	NPC246381
Remote Similarity	0.6946	NPC324611
Remote Similarity	0.6946	NPC469589
Remote Similarity	0.6946	NPC174421
Remote Similarity	0.6944	NPC90875
Remote Similarity	0.6943	NPC3715
Remote Similarity	0.6942	NPC235076
Remote Similarity	0.6941	NPC210296
Remote Similarity	0.6939	NPC242209
Remote Similarity	0.6939	NPC194967
Remote Similarity	0.6934	NPC470018
Remote Similarity	0.6931	NPC206201

Drug Structure

NPD1620 OpenBabel08211701082D 24 25 0 0 0 0 0 0 0 0999 V2000 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -3.0000 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 -0.5000 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 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -1.5000 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 3.4641 -2.0000 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 -0.5000 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 -0.0000 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -3.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 21 1 0 0 0 0 2 3 2 0 0 0 0 2 6 1 0 0 0 0 3 10 1 0 0 0 0 4 5 2 0 0 0 0 4 11 1 0 0 0 0 5 13 1 0 0 0 0 6 17 2 0 0 0 0 7 11 2 0 0 0 0 7 12 1 0 0 0 0 8 10 2 0 0 0 0 8 17 1 0 0 0 0 9 10 1 0 0 0 0 9 18 1 0 0 0 0 11 14 1 0 0 0 0 12 13 2 0 0 0 0 12 15 1 0 0 0 0 13 21 1 0 0 0 0 14 16 2 0 0 0 0 14 19 1 0 0 0 0 15 18 2 3 0 0 0 15 20 1 0 0 0 0 16 22 1 0 0 0 0 19 23 1 0 0 0 0 20 24 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB001228
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	130587
ChEBI
CAS Number

Drug Properties

Molecular Weight	285.11
ALogP	-0.4276
MLogP	2.45
XLogP	2.319
HDA	5
HBD	3
Rotatable Bonds	8
TPSA	98.79
RO5 Violation	0