NPASS drugs

Drug Information

Drug ID:	NPD6445
Drug Name:	tRNA synthetase inhibitors (antimicrobial), Cubist
Molecular Formula:	C26H15Cl2NO5
Canonical SMILES:	O=C1N(c2ccc(c(c2)Cl)Cl)C(=O)[C@H]2[C@@H]1[C@H](OC12C(=O)c2c(C1=O)cccc2)c1ccccc1
Standard InCHI:	InChI=1S/C26H15Cl2NO5/c27-17-11-10-14(12-18(17)28)29-24(32)19-20(25(29)33)26(34-21(19)13-6-2-1-3-7-13)22(30)15-8-4-5-9-16(15)23(26)31/h1-12,19-21H/t19-,20-,21-/m1/s1
Standard InCHIKey:	SJMOHJFCZHUNAC-NJDAHSKKSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6445

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	368
0.1-0.2	1662
0.2-0.3	4870
0.3-0.4	10521
0.4-0.5	11510
0.5-0.6	1919
0.6-0.7	40
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	0.65	NPC477999
Remote Similarity	0.6459	NPC49184
Remote Similarity	0.6392	NPC242000
Remote Similarity	0.6381	NPC322621
Remote Similarity	0.6298	NPC475761
Remote Similarity	0.6262	NPC96901
Remote Similarity	0.6244	NPC469915
Remote Similarity	0.6232	NPC470548
Remote Similarity	0.622	NPC321211
Remote Similarity	0.622	NPC474041
Remote Similarity	0.6202	NPC129624
Remote Similarity	0.6188	NPC315368
Remote Similarity	0.6186	NPC45389
Remote Similarity	0.6184	NPC307640
Remote Similarity	0.6172	NPC474081
Remote Similarity	0.6154	NPC475594
Remote Similarity	0.6143	NPC41216
Remote Similarity	0.6143	NPC207971
Remote Similarity	0.614	NPC477998
Remote Similarity	0.6134	NPC308197
Remote Similarity	0.6124	NPC475607
Remote Similarity	0.6116	NPC268077
Remote Similarity	0.6109	NPC5374
Remote Similarity	0.6106	NPC177261
Remote Similarity	0.6093	NPC473815
Remote Similarity	0.6081	NPC475489
Remote Similarity	0.6068	NPC471652
Remote Similarity	0.6067	NPC470631
Remote Similarity	0.6067	NPC35390
Remote Similarity	0.6067	NPC473781
Remote Similarity	0.6063	NPC71124
Remote Similarity	0.6059	NPC122886
Remote Similarity	0.6049	NPC313757
Remote Similarity	0.6042	NPC475316
Remote Similarity	0.6042	NPC473486
Remote Similarity	0.604	NPC29285
Remote Similarity	0.6029	NPC214626
Remote Similarity	0.6029	NPC139085
Remote Similarity	0.6029	NPC251212
Remote Similarity	0.6027	NPC254957
Remote Similarity	0.5991	NPC308943
Remote Similarity	0.5981	NPC471648
Remote Similarity	0.5966	NPC471197
Remote Similarity	0.5966	NPC244425
Remote Similarity	0.5966	NPC15384
Remote Similarity	0.5965	NPC90185
Remote Similarity	0.5965	NPC207873
Remote Similarity	0.5965	NPC100573
Remote Similarity	0.5951	NPC93653
Remote Similarity	0.5948	NPC55470
Remote Similarity	0.594	NPC471198
Remote Similarity	0.5931	NPC113946
Remote Similarity	0.5922	NPC286871
Remote Similarity	0.5921	NPC222561
Remote Similarity	0.5919	NPC100863
Remote Similarity	0.5913	NPC25961
Remote Similarity	0.5909	NPC473004
Remote Similarity	0.5897	NPC315051
Remote Similarity	0.5895	NPC285192
Remote Similarity	0.589	NPC22689
Remote Similarity	0.589	NPC105055
Remote Similarity	0.5885	NPC475223
Remote Similarity	0.5877	NPC477161
Remote Similarity	0.5874	NPC143457
Remote Similarity	0.5874	NPC201424
Remote Similarity	0.5867	NPC138830
Remote Similarity	0.5865	NPC329830
Remote Similarity	0.5859	NPC246983
Remote Similarity	0.5859	NPC475448
Remote Similarity	0.5856	NPC243626
Remote Similarity	0.5848	NPC112937
Remote Similarity	0.5847	NPC265592
Remote Similarity	0.5847	NPC275134
Remote Similarity	0.5845	NPC176983
Remote Similarity	0.5844	NPC213143
Remote Similarity	0.5841	NPC176371
Remote Similarity	0.5841	NPC136573
Remote Similarity	0.5837	NPC279527
Remote Similarity	0.5837	NPC214960
Remote Similarity	0.5833	NPC329833
Remote Similarity	0.5833	NPC476436
Remote Similarity	0.5826	NPC470280
Remote Similarity	0.5822	NPC90358
Remote Similarity	0.5822	NPC107828
Remote Similarity	0.5814	NPC475685
Remote Similarity	0.5813	NPC104712
Remote Similarity	0.5812	NPC231382
Remote Similarity	0.5812	NPC473247
Remote Similarity	0.5806	NPC245741
Remote Similarity	0.5806	NPC137437
Remote Similarity	0.5806	NPC24661
Remote Similarity	0.5806	NPC112839
Remote Similarity	0.5806	NPC44357
Remote Similarity	0.5805	NPC77777
Remote Similarity	0.5805	NPC187494
Remote Similarity	0.5804	NPC36607
Remote Similarity	0.5804	NPC475559
Remote Similarity	0.5804	NPC472542
Remote Similarity	0.5804	NPC472541
Remote Similarity	0.5804	NPC302548
Remote Similarity	0.5796	NPC470279
Remote Similarity	0.5796	NPC67904
Remote Similarity	0.5794	NPC186669
Remote Similarity	0.5794	NPC260075
Remote Similarity	0.5794	NPC10732
Remote Similarity	0.5792	NPC233727
Remote Similarity	0.5792	NPC25401
Remote Similarity	0.5789	NPC299582
Remote Similarity	0.5789	NPC471124
Remote Similarity	0.5785	NPC230313
Remote Similarity	0.5785	NPC21483
Remote Similarity	0.5785	NPC198205
Remote Similarity	0.5783	NPC243782
Remote Similarity	0.5778	NPC311054
Remote Similarity	0.5778	NPC112752
Remote Similarity	0.5775	NPC13367
Remote Similarity	0.5769	NPC476231
Remote Similarity	0.5769	NPC199737
Remote Similarity	0.5767	NPC475094
Remote Similarity	0.5762	NPC182131
Remote Similarity	0.576	NPC473702
Remote Similarity	0.576	NPC256007
Remote Similarity	0.5759	NPC472539
Remote Similarity	0.5759	NPC472540
Remote Similarity	0.5759	NPC470787
Remote Similarity	0.5756	NPC114808
Remote Similarity	0.5753	NPC282092
Remote Similarity	0.5748	NPC264482
Remote Similarity	0.5748	NPC203202
Remote Similarity	0.5745	NPC192533
Remote Similarity	0.5745	NPC298449
Remote Similarity	0.5741	NPC11149
Remote Similarity	0.5735	NPC223595
Remote Similarity	0.5735	NPC167724
Remote Similarity	0.5735	NPC224970
Remote Similarity	0.5733	NPC162440
Remote Similarity	0.5733	NPC198390
Remote Similarity	0.5732	NPC475619
Remote Similarity	0.5732	NPC160113
Remote Similarity	0.5732	NPC476220
Remote Similarity	0.5728	NPC476425
Remote Similarity	0.5727	NPC14994
Remote Similarity	0.5726	NPC473493
Remote Similarity	0.5726	NPC116178
Remote Similarity	0.5714	NPC472574
Remote Similarity	0.5714	NPC198160
Remote Similarity	0.5714	NPC471396
Remote Similarity	0.5714	NPC476429
Remote Similarity	0.5714	NPC478075
Remote Similarity	0.5709	NPC154922
Remote Similarity	0.5708	NPC473007
Remote Similarity	0.5702	NPC217903
Remote Similarity	0.5702	NPC321166
Remote Similarity	0.5702	NPC473006
Remote Similarity	0.5694	NPC6974
Remote Similarity	0.569	NPC470190
Remote Similarity	0.5688	NPC470317
Remote Similarity	0.5688	NPC477159
Remote Similarity	0.5684	NPC250476
Remote Similarity	0.5682	NPC83511
Remote Similarity	0.5681	NPC112336
Remote Similarity	0.5681	NPC474814
Remote Similarity	0.5677	NPC471436
Remote Similarity	0.5677	NPC473005
Remote Similarity	0.5676	NPC473008
Remote Similarity	0.5673	NPC471122
Remote Similarity	0.5673	NPC316065
Remote Similarity	0.5673	NPC289905
Remote Similarity	0.5668	NPC35208
Remote Similarity	0.5668	NPC85613
Remote Similarity	0.5668	NPC475426
Remote Similarity	0.5665	NPC300596
Remote Similarity	0.5665	NPC237649
Remote Similarity	0.5662	NPC97584
Remote Similarity	0.566	NPC471651
Remote Similarity	0.5657	NPC472243
Remote Similarity	0.5656	NPC134384
Remote Similarity	0.5656	NPC311196
Remote Similarity	0.5654	NPC207531
Remote Similarity	0.5654	NPC62844
Remote Similarity	0.5654	NPC85702
Remote Similarity	0.5654	NPC193361
Remote Similarity	0.5654	NPC73280
Remote Similarity	0.565	NPC1820
Remote Similarity	0.565	NPC469748
Remote Similarity	0.5647	NPC314297
Remote Similarity	0.5647	NPC315545
Remote Similarity	0.5644	NPC259791
Remote Similarity	0.5644	NPC476207
Remote Similarity	0.5644	NPC476256
Remote Similarity	0.5644	NPC476129
Remote Similarity	0.5644	NPC476205
Remote Similarity	0.5644	NPC476212
Remote Similarity	0.5644	NPC476206
Remote Similarity	0.5644	NPC246412
Remote Similarity	0.5644	NPC476257
Remote Similarity	0.5643	NPC251071
Remote Similarity	0.5641	NPC314834
Remote Similarity	0.564	NPC253482
Remote Similarity	0.564	NPC472106

Drug Structure

NPD6445 OpenBabel08211710072D 34 39 0 0 1 0 0 0 0 0999 V2000 2.9096 -1.4160 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9804 -1.6109 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2054 -0.5138 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5503 -1.6285 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0582 -0.7226 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3470 -0.9037 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5720 0.1934 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5119 -1.6416 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5276 0.1702 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9522 3.9304 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3387 4.7976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5498 4.5999 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6428 -0.0015 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0079 3.8315 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9813 -0.7488 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4892 0.1571 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7810 5.5659 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1632 5.4671 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8278 1.4361 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8353 1.4463 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8218 0.4754 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.9628 -0.5457 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7846 0.9200 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8337 2.3964 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8294 2.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8412 0.4857 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1675 6.4331 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 0.7210 6.2354 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -0.0075 2.8821 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.1999 -1.2503 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.9877 1.9385 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.6995 2.8968 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6941 2.9090 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 6 1 0 0 0 0 3 7 2 0 0 0 0 4 5 2 0 0 0 0 4 8 1 0 0 0 0 5 9 1 0 0 0 0 6 13 2 0 0 0 0 7 13 1 0 0 0 0 8 15 2 0 0 0 0 9 16 2 0 0 0 0 10 11 2 0 0 0 0 10 14 1 0 0 0 0 11 17 1 0 0 0 0 12 14 2 0 0 0 0 12 18 1 0 0 0 0 14 29 1 0 0 0 0 15 16 1 0 0 0 0 15 22 1 0 0 0 0 16 23 1 0 0 0 0 17 18 2 0 0 0 0 17 27 1 0 0 0 0 18 28 1 0 0 0 0 19 20 1 0 0 0 0 19 21 1 0 0 0 0 19 24 1 1 0 0 0 20 25 1 1 0 0 0 20 26 1 0 0 0 0 21 13 1 1 0 0 0 21 34 1 0 0 0 0 22 26 1 0 0 0 0 22 30 2 0 0 0 0 23 26 1 0 0 0 0 23 31 2 0 0 0 0 24 29 1 0 0 0 0 24 32 2 0 0 0 0 25 29 1 0 0 0 0 25 33 2 0 0 0 0 26 34 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB002105
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	491.03
ALogP	-0.5761
MLogP	3.44
XLogP	5.083
HDA	6
HBD	0
Rotatable Bonds	4
TPSA	80.75
RO5 Violation	1